M.W:700-800| Page 3 of 8 | Chiral phosphine ligands

Li, Hui’s team published research in Angewandte Chemie, International Edition in 55 | CAS: 929294-27-9

Angewandte Chemie, International Edition published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C50H65O4P, Synthetic Route of 929294-27-9.

Li, Hui published the artcileEnantioselective Formal Syntheses of 11 Nuphar Alkaloids and Discovery of Potent Apoptotic Monomeric Analogues, Synthetic Route of 929294-27-9, the publication is Angewandte Chemie, International Edition (2016), 55(10), 3509-3513, database is CAplus and MEDLINE.

Concise, scalable, and enantioselective formal syntheses of eight dimeric and three monomeric nuphar alkaloids were achieved, along with the construction of a stereochem. diverse collection of the first known monomeric analogs having apoptotic activity. The syntheses involved the development of highly enantioselective Bronsted acid catalyzed vinylogous Mukaiyama-Mannich reactions, which feature the unprecedented use of a supersilyl group to control the regio-, enantio- and diastereoselectivity. Biol. studies reveal that several of these novel nuphar analogs are even more potent than their dimeric natural product counterparts.

Referemce:
https://en.wikipedia.org/wiki/Phosphine_ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Yadav, Arun’s team published research in Journal of Organic Chemistry in 86 | CAS: 929294-27-9

Journal of Organic Chemistry published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C15H10O2, Product Details of C50H65O4P.

Yadav, Arun published the artcileCatalytic Enantioselective Synthesis of Aryl-Methyl Organophosphorus Compounds, Product Details of C50H65O4P, the publication is Journal of Organic Chemistry (2021), 86(2), 2000-2011, database is CAplus and MEDLINE.

A catalytic enantioselective protocol for the synthesis of aryl-Me organophosphorus compounds is reported. Utilizing a chiral phosphoric acid as a catalyst, a wide range of indole derivatives reacted with phosphorylated quinomethanes in high yield with excellent enantioselectivity. This is the first report on the application of phosphorylated quinomethanes in asym. synthesis.

Zhou, Ji’s team published research in ChemCatChem in 12 | CAS: 929294-27-9

ChemCatChem published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C18H35NO, Related Products of chiral-phosphine-ligands.

Zhou, Ji published the artcileChiral Broensted Acid-Catalyzed Asymmetric 1,4-Addition of Benzofuran-Derived Azadienes with 3-Substituted indoles, Related Products of chiral-phosphine-ligands, the publication is ChemCatChem (2020), 12(19), 4862-4870, database is CAplus.

A chiral phosphoric acid-catalyzed asym. 1,4-addition of benzofuran-derived azadienes I (R = H, 3-F, 4-Cl, 3-Me, etc.) with 3-substituted indoles II (R¹ = Me, Et, Bn, Ph, 2-thienyl; R² = H, 5-Cl, 6-Br, 7-Me, etc.) has been established, which offered enantioenriched tri(hetero)arylmethane products (S)-III in generally good yields (up to 98%) and high enantioselectivities (up to 99:1 er). This reaction has not only realized the application of chiral phosphoric acid as a competent catalyst in the asym. transformations of benzofuran-derived azadienes I, but also has accomplished the task of developing chiral Bronsted acid-catalyzed asym. 1,4-additions of benzofuran-derived azadienes I, which will enrich the research contents of chiral phosphoric acid catalysis and the chem. of benzofuran-derived azadienes I.

Meng, Jing’s team published research in Organic Letters in 19 | CAS: 929294-27-9

Organic Letters published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C50H65O4P, Safety of R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate.

Meng, Jing published the artcileEnantioselective Hydroaminomethylation of Olefins Enabled by Rh/Bronsted Acid Relay Catalysis, Safety of R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, the publication is Organic Letters (2017), 19(5), 1076-1079, database is CAplus and MEDLINE.

Herein, by employing a rhodium catalyst with a com. ligand and a phosphoric acid catalyst, highly chemo-, regio-, and enantioselective hydroaminomethylation of olefins is realized through a relay catalytic hydroformylation/dynamic kinetic reductive amination process. The method features mild conditions (1 bar of syngas, room temperature in most cases), high yields (up to 99%), and high enantioselectivities (up to >99.5:0.5 er). Besides styrenes, acrylamides also provided the products with high yields and enantioselectivities. Aliphatic alkenes and vinyl esters are also applicable for the current method, albeit lower yields and enantioselectivities were obtained.

Wang, Yazhou’s team published research in Organic Letters in 17 | CAS: 929294-27-9

Organic Letters published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C18H23N3O4S, Application In Synthesis of 929294-27-9.

Wang, Yazhou published the artcileSynthesis and Evaluation of 5,5′-Bitetralone-Based Chiral Phosphoric Acids, Application In Synthesis of 929294-27-9, the publication is Organic Letters (2015), 17(20), 4976-4979, database is CAplus and MEDLINE.

A new type of phosphoric acid bearing a 5,5′-bitetralone scaffold was synthesized from BINOL and was shown to be a highly effective catalyst as illustrated in the asym. transfer hydrogenation of 2-phenylquinoline and the Friedel-Crafts reaction of 2,2,2-trifluoroacetophenone.

Organic Letters published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C18H23N3O4S, Application In Synthesis of 929294-27-9.

Sun, Meng’s team published research in Angewandte Chemie, International Edition in 58 | CAS: 929294-27-9

Sun, Meng published the artcileCatalytic Asymmetric (4+3) Cyclizations of In Situ Generated ortho-Quinone Methides with 2-Indolylmethanols, Formula: C50H65O4P, the publication is Angewandte Chemie, International Edition (2019), 58(26), 8703-8708, database is CAplus and MEDLINE.

The first catalytic asym. (4+3) cyclization of in situ generated ortho-quinone methides with 2-indolylmethanols has been established, which constructed seven-membered heterocycles in high yields (up to 95 %) and excellent enantioselectivity (up to 98 %). This approach not only represents the first catalytic asym. (4+3) cyclization of o-hydroxybenzyl alcs., but also enabled an unprecedented catalytic asym. (4+3) cyclization of 2-indolylmethanols. In addition, a scarcely reported catalytic asym. (4+3) cyclization of para-quinone methide derivatives was accomplished.

Ingle, Gajendrasingh’s team published research in Organic Letters in 16 | CAS: 929294-27-9

Organic Letters published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C50H65O4P, Application of R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate.

Ingle, Gajendrasingh published the artcileLithium BINOL Phosphate Catalyzed Desymmetrization of meso-Epoxides with Aromatic Thiols, Application of R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, the publication is Organic Letters (2014), 16(21), 5548-5551, database is CAplus and MEDLINE.

A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aromatic thiol nucleophiles. The resulting β-hydroxyl sulfides are obtained in excellent yield and enantioselectivity.

Organic Letters published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C50H65O4P, Application of R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate.

Shen, Zhigao’s team published research in Chemical Science in 6 | CAS: 929294-27-9

Chemical Science published new progress about 929294-27-9. 929294-27-9 belongs to chiral-phosphine-ligands, auxiliary class Chiral Phosphoric Acids, name is R-3,3′-Bis(2,4,6-triisopropylphenyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, and the molecular formula is C8H6ClN, Category: chiral-phosphine-ligands.

Shen, Zhigao published the artcileChiral ion-pair organocatalyst promotes highly enantioselective 3-exo iodo-cycloetherification of allyl alcohols, Category: chiral-phosphine-ligands, the publication is Chemical Science (2015), 6(12), 6986-6990, database is CAplus and MEDLINE.

By designing a novel chiral ion-pair organocatalyst composed of chiral phosphate and DABCO-derived quaternary ammonium, highly enantioselective 3-exo iodo-cycloetherification of allyl alcs. was achieved using NIS as a halogen source. Based on this reaction, one-pot asym. 3-exo iodo-cycloetherification/Wagner-Meerwein rearrangement of allyl alcs. enroute to enantioenriched 2-iodomethyl-2-aryl cycloalkanones was subsequently developed. Due to the participation of adjacent iodine, the Wagner-Meerwein rearrangement of 2-iodomethyl-2-aryl epoxide proceeds with unusual retention of stereoconfiguration.

Schulten, Hans Rolf’s team published research in Fresenius’ Zeitschrift fuer Analytische Chemie in 1985-07-31 | 606-68-8

Fresenius’ Zeitschrift fuer Analytische Chemie published new progress about Fast atom bombardment mass spectrometry. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Related Products of 606-68-8.

Schulten, Hans Rolf; Schiebel, Hans Martin published the artcile< Mass spectrometry of nucleotides, VIII. Field desorption and fast atom bombardment mass spectrometry of pyridine nucleotides and nucleoside triphosphates>, Related Products of 606-68-8, the main research area is mass spectrometry pyridine nucleotide; nucleoside triphosphate mass spectrometry.

The title mass spectra, e.g., of NMN (free acid), dihydronicotinamide adenine dinucleotide (di-Na salt), NADP (di-Na salt) and ATP (di-Na salt) are reported. The field-desorption and fast-atom-bombardment mass spectrometry of these biol. active phosphates are compared. A critical evaluation of the merits and pitfalls of both soft ionization methods for the investigation of pyridine nucleotides and nucleosides phosphates is given. The exptl. difficulties for ionic desorption of organic phosphates in field-desorption mass spectrometry and the basic problems of chem. noise as well as matrix/substance interaction in fast-atom-bombardment mass spectrometry are discussed.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Palka, Katarzyna’s team published research in Nukleonika in 2012 | 606-68-8

Nukleonika published new progress about Homo sapiens. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, HPLC of Formula: 606-68-8.

Palka, Katarzyna; Kanska, Marianna published the artcile< Enzymatic reductive amination of p-hydroxy- and phenylpyruvic acids as a method of synthesis of L-tyrosine and L-phenylalanine labelled with deuterium and tritium>, HPLC of Formula: 606-68-8, the main research area is enzymic reductive amination hydroxy phenylpyruvic acid labeled tyrosine phenylalanine.

We report the synthesis of isotopomers of L-phenylalanine and L-tyrosine selectively labeled with hydrogen isotopes in the 2-position of the side chain. The deuterium or tritium label was introduced using reductive amination activity of enzyme L-phenylalanine dehydrogenase (EC 1.4.1.20). This way p-phenylpyruvic acid was converted into [2-2H]-, [2-3H]-, and doubly labeled [2-2H/3H]-isotopomers of L-phenylalanine, using deuteriated, tritiated, and mixed (DTO) incubation media, resp. Similarly, p-hydroxyphenylpyruvic acid was converted into [2-2H]-, [2-3H]-, and [2-2H/3H]-L-tyrosine. Deuterium labeled isotopomers of L-phenylalanine and L-tyrosine can be used as markers in the investigation of abnormal metabolism of these amino acids observed in patients with inborn genetic diseases such as phenylketonuria and tyrosinemia.

Nukleonika published new progress about Homo sapiens. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, HPLC of Formula: 606-68-8.