Category: 1156547-61-3

SDS of cas: 1156547-61-3On May 15, 2009 ,《Copper-ClickFerrophos-complex-catalyzed enantioselective reductive aldol reaction》 appeared in Synlett. The author of the article were Kato, Minoru; Oki, Hiroshi; Ogata, Kenichi; Fukuzawa, Shin-ichi. The article conveys some information:

Nonracemic ClickFerrophos (phosphinyltriazolylmethylferrocenylphosphine) ligands I (R = H, Ph; R1, R2 = Ph2P, Cy2P, dicyclopentylphosphinyl; Cy = cyclohexyl) are prepared as ligands for stereo- and enantioselective reductive aldol addition reactions of acrylates with aryl Me ketones and cyclohexanecarboxaldehyde. In the presence of I (R = Ph; R1 = R2 = Cy2P) and the methanol solvate of FCu(PPh3)3, acetophenones R3COMe (R3 = Ph, 4-FC6H4, 4-ClC6H4, 3-ClC6H4, 4-F3CC6H4, 4-MeOC6H4, 2-thienyl, 3-thienyl) undergo phenylsilane-mediated reductive aldol addition reactions with Me acrylate to give β-hydroxyesters II in 36-93% yields, 90:10-99:1 dr, and in 73-85% ee; the use of other silanes and ligand and the use of additives gives products with reduced diastereoselectivities or enantioselectivities. Phenylsilane-mediated reductive aldol additions of cyclohexanecarboxaldehyde and Me, tert-Bu, and cyclohexyl acrylate in the presence of nonracemic ClickFerrophos ligands give β-hydroxyesters in variable diastereoselectivities and enantioselectivities. In the experiment, the researchers used many compounds, for example, (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3SDS of cas: 1156547-61-3)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. SDS of cas: 1156547-61-3 These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Computed Properties of C43H63FeNP2On March 10, 2016, Maj, Anna M.; Heyte, Svetlana; Araque, Marcia; Dumeignil, Franck; Paul, Sebastien; Suisse, Isabelle; Agbossou-Niedercorn, Francine published an article in Tetrahedron. The article was 《First catalytic asymmetric hydrogenation of quinoxaline-2-carboxylates》. The article mentions the following:

For the first time, the asym. hydrogenation of quinoxaline-2-carboxylates was performed successfully. The best catalysts are based on iridium complexes modified by chiral phosphorous ligands. Accelerated examination of ligands and catalysts has been undertaken by using a Chemspeed workstation (automated instrument) workstation enables carrying out, in parallel, eight independent catalytic reactions at the laboratory scale. Tetrahydroquinoxaline-2-carboxylates could be obtained with high yields and up to 74% ee. The synthesis of the target compounds was achieved using chiral ligands, such as (11aR)-10,11,12,13-tetrahydro-N,N-dimethyldiindeno[7,1-de:1′,7′-fg][1,3,2]dioxaphosphocin-5-amine [i/e/. (R)-siphos], 1,1′-[(1S)-6,6′-dimethoxy[1,1′-biphenyl]-2,2′-diyl]bis[1,1-diphenylphosphine] [i.e., (S)-MeO-BIPHEP], (R)-Cl-MeO-BIPHEP, (R)-difluorphos, (R)-GARPHOS, (R)-P-PHOS, (S)-C3-TUNEPHOS [i.e., 1,1′-[(13aS)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin-1,13-diyl]bis[1,1-diphenylphosphine]], (S)-SEGPHOS, (S)-Xyl-SolPhos, CATASium T3, N-[(1R)-2-[(11bR)-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yloxy]-1-methylethyl]-N’-phenylurea [i.e., ureaphos], SL-J404-1, SL-J006-1, SL-J002-1, SL-J003-1, SL-J009-1, SL-T002-1, SL-W006-1. Pre-catalysts included bis(acetato-κO,κO’)[(4R)-1,1′-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[1,1-diphenylphosphine-κP]]ruthenium [i.e., Ru(OAc)2[(R)-segphos]], [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]ruthenium [i.e., RuCl[(R,R)-TsDPEN][p-cymene]] and [1,1′-(1S)-[4,4′-bi-1,3-benzodioxole]-5,5′-diylbis[1,1-diphenylphosphine-κP]][4-cyano-3-nitrobenzenecarboxylato(2-)-κC6,κO1](η3-2-propen-1-yl)iridium. In the experimental materials used by the author, we found (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Computed Properties of C43H63FeNP2)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Computed Properties of C43H63FeNP2

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

《Domino Asymmetric Conjugate Addition-Conjugate Addition》 was written by Germain, Nicolas; Schlaefli, Doriane; Chellat, Mathieu; Rosset, Stephane; Alexakis, Alexandre. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene And the article was included in Organic Letters on April 4 ,2014. The article conveys some information:

In the presence of copper catalysts and nonracemic phosphoramidite, imidazolium, or aminoferrocenylphosphine ligands, ethylmagnesium bromide, trimethylaluminum, and dimethyl- and diethylzinc underwent enantioselective and diastereoselective conjugate addition reactions to cyclopentenones, cyclohexenones, and cycloheptenones followed by trapping with either nitroalkenes or 1,1-bis(phenylsulfonyl)ethylene to give oxoalkyl cycloalkanones in 63-85% yields, 57:43-97:3 dr, and in 86->99.5% ee; the oxoalkyl cycloalkanones were converted by various methods to indenones, a hydrazulenone, a tetrahydrobenzofuran and a tetrahydroindole, and an octahydronaphthalene. In the experiment, the researchers used many compounds, for example, (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Cowan, David J.; Collins, Jon L.; Mitchell, Mark B.; Ray, John A.; Sutton, Peter W.; Sarjeant, Amy A.; Boros, Eric E. published their research in Journal of Organic Chemistry on December 20 ,2013. The article was titled 《Enzymatic- and Iridium-Catalyzed Asymmetric Synthesis of a Benzothiazepinylphosphonate Bile Acid Transporter Inhibitor》.HPLC of Formula: 1156547-61-3 The article contains the following contents:

A synthesis of the benzothiazepine phosphonic acid 3 (shown as I), employing both enzymic and transition metal catalysis, is described. The quaternary chiral center of 3 was obtained by resolution of Et (2-ethyl)norleucinate (4) with porcine liver esterase (PLE) immobilized on Sepabeads. The resulting (R)-amino acid (H2N)(HOOC)C(Bu)(Et) (5) was converted in two steps to aminosulfate (Bu)(Et)C(NH2)(CH2OSO3) (7), which was used for construction of the benzothiazepine ring. Benzophenone, 2-benzoyl-5-(bromomethyl)-4-methoxyphenyl trifluoromethanesulfonate (15), prepared in four steps from trimethylhydroquinone, 1,4-(MeO)2-2-MeC6H3 (11), enabled sequential incorporation of P (Arbuzov chem.) and S (Pd(0)-catalyzed thiol coupling) leading to mercaptan intermediate, di-Et 4-benzoyl-5-mercapto-2-methoxybenzylphosphonate (18). S-Alkylation of 18 with aminosulfate 7 followed by cyclodehydration afforded the corresponding dihydrobenzothiazepine. Ir-catalyzed asym. hydrogenation of this dihydrobenzothiazepine with the complex of [Ir(COD)2BArF] (26, BArF = [B(C6H3(CF3)2-3,5)4]) and Taniaphos ligand afforded the corresponding (3R,5R)-tetrahydrobenzothiazepine following flash chromatog. Oxidation of the tetrahydrobenzothiazepine to the corresponding sulfone and phosphonate hydrolysis completed the synthesis of 3 in 12 steps and 13% overall yield. The results came from multiple reactions, including the reaction of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3HPLC of Formula: 1156547-61-3)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. HPLC of Formula: 1156547-61-3 These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

The author of 《Highly enantioselective copper(I)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones》 were Sanz-Marco, Amparo; Blay, Gonzalo; Munoz, M. Carmen; Pedro, Jose R.. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2015. Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene The author mentioned the following in the article:

The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(I)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. The experimental part of the paper was very detailed, including the reaction process of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Name: (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

《The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes》 was written by Kanda, Kazumasa; Koike, Tamami; Endo, Kohei; Shibata, Takanori. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene And the article was included in Chemical Communications (Cambridge, United Kingdom) on April 14 ,2009. The article conveys some information:

The double Sonogashira coupling of diiodoparacyclophanes with alkynes proceeded to give planar chiral dialkynylparacyclophanes. A chiral Pd catalyst, which was prepared in situ from PdCl2(CH3CN)2 and Taniaphos, realized the first asym. Sonogashira coupling with up to ca. 80% ee. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. Application In Synthesis of (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds.

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

《Development of a Large-Scale Synthetic Route to Manufacture (-)-Huperzine A》 was written by Tudhope, Stephen R.; Bellamy, Julie A.; Ball, Anthony; Rajasekar, Dewakar; Azadi-Ardakani, Manouchehr; Meera, Harihara Subramanian; Gnanadeepam, Jesudoss Mercy; Saiganesh, Ramanathan; Gibson, Frank; He, Linli; Behrens, Carl H.; Underiner, Gail; Marfurt, Judith; Favre, Nathalie. Synthetic Route of C43H63FeNP2 And the article was included in Organic Process Research & Development on April 20 ,2012. The article conveys some information:

A safe, practical and scalable process for manufacture of (-)-huperzine A has been developed and scaled up to manufacture several hundred grams of (-)-huperzine A with chem. and optical purity of >99%. The process consists of 11 chem. stages starting from com. available materials with only nine isolation steps and no chromatog. purification This process provides a reliable and cost-effective source of synthetic (-)-huperzine A and its derivatives for pharmaceutical and nutraceutical markets. A hazard evaluation assessment indicated that the safety margin for DPPA thermal decomposition onset is sufficient for conducting reaction at intended scale. In the experiment, the researchers used (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Synthetic Route of C43H63FeNP2)

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Synthetic Route of C43H63FeNP2

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Brewitz, Lennart; Arteaga, Fernando Arteaga; Yin, Liang; Alagiri, Kaliyamoorthy; Kumagai, Naoya; Shibasaki, Masakatsu published their research in Journal of the American Chemical Society on December 23 ,2015. The article was titled 《Direct Catalytic Asymmetric Mannich-Type Reaction of α- and β-Fluorinated Amides》.Computed Properties of C43H63FeNP2 The article contains the following contents:

The last two decades have witnessed the emergence of direct enolization protocols providing atom-economical and operationally simple methods to use enolates for stereoselective C-C bond-forming reactions, eliminating the inherent drawback of the preformation of enolates using stoichiometric amounts of reagents. In its infancy, direct enolization relied heavily on the intrinsic acidity of the latent enolates, and the reaction scope was limited to readily enolizable ketones and aldehydes. Recent advances in this field enabled the exploitation of carboxylic acid derivatives for direct enolization, offering expeditious access to synthetically versatile chiral building blocks. Despite the growing demand for enantioenriched fluorine-containing small mols., α- and β-fluorinated carbonyl compounds have been neglected in direct enolization chem. because of the competing and dominating defluorination pathway. Herein we present a comprehensive study on direct and highly stereoselective Mannich-type reactions of α- and β-fluorine-functionalized 7-azaindoline amides that rely on a soft Lewis acid/hard Bronsted base cooperative catalytic system to guarantee an efficient enolization while suppressing undesired defluorination. This protocol contributes to provide a series of fluorinated analogs of enantioenriched β-amino acids for medicinal chem.(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Computed Properties of C43H63FeNP2) was used in this study.

(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Computed Properties of C43H63FeNP2

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis