Tag: M.W:300-400

18437-78-0, Tris(4-fluorophenyl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1a (70.5 mg, 0.20 mmol), 4-phenylthioxanthone (3 mg, 0.01 mmol), CH3OH (30 mL) were added to a pyrex reaction flash which was equipped with a magnetic stirrer. The mixture was irradiated by a 23 W household lamp at rt under air atmosphere. The photoreaction was completed after 40 minutes as monitored by TLC (eluent: petroleum ether). The solvent was removed and the residue was purified by flash column chromatography on silica gel (eluent: petroleum ether/ethyl acetate = 10/1?EA) to afford 2a as a solid (74 mg, 100percent); 1H NMR (400 MHz, CDCl3) delta 7.56 (dd, J = 11.6, 8.8 Hz, 6 H), 6.95 (dd, J = 8.8, 2.0 Hz, 6 H), 3.83 (s, 9 H).

18437-78-0, The synthetic route of 18437-78-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ding, Aishun; Li, Shijie; Chen, Yang; Jin, Ruiwen; Ye, Cong; Hu, Jianhua; Guo, Hao; Tetrahedron Letters; vol. 59; 43; (2018); p. 3880 – 3883;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6224-63-1,Tri-m-tolylphosphine,as a common compound, the synthetic route is as follows.

General procedure: 4.3.23 methyl 2-phenyl-5-(3-methylphenyl)thiazole-4-carboxylate (4b) A suspension of Pd(OAc)2 (10 mol percent), Ar3P (0.33 mmol or 0.75 mmol), AgOAc (3.0 mmol), TFA (1.0 mmol) and azole-4-carboxylates (0.5 mmol) in NMP (2 mL) was introduced to a Schlenk tube. After stirring at 120 C under argon for 24 h (reactions with 0.33 mmol of Ph3P), or 48 h (reactions with 0.75 mmol of Ph3P), the reaction mixture was diluted with ethyl acetate, and then filtered through a pad of Celite. Volatiles were removed in vacuo to give the crude products, which was purified by flash column chromatography on silica gel to afford pure arylated products Yield 125 mg (81percent). 1H NMR (300 MHz, CDCl3) delta 2.41 (s, 3H), 3.86 (s, 3H), 7.23-7.34 (m, 4H), 7.44-7.46 (m, 3H), 7.96-7.99 (m, 2H) ppm; 13C NMR (75 MHz, CDCl3) delta 165.0, 161.7, 145.6, 139.8, 137.0, 131.8, 129.6, 129.5, 129.2, 129.1, 128.0, 127.2, 126.0, 125.8, 51.3, 20.4 ppm., 6224-63-1

6224-63-1 Tri-m-tolylphosphine 80362, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Li, Ziyuan; Zhou, Haipin; Xu, Jinyi; Wu, Xiaoming; Yao, Hequan; Tetrahedron; vol. 69; 15; (2013); p. 3281 – 3286;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13440-07-8,Di(naphthalen-1-yl)phosphine oxide,as a common compound, the synthetic route is as follows.

Add 4-bromophenylacetylene (0.088 g, 0.5 mmol) to the reaction flask.Dinaphthylphosphorus (0.30 g, 1 mmol),CuCl (0.01 g, 0.1 mmol), tert-butyl peroxybenzoate(0.15 g, 1.5 mmol) and N-methylpyrrolidone(2 mL), 70oC reaction;TLC tracks the reaction until it is completely over;The crude product obtained after the completion of the reaction was separated by column chromatography (ethyl acetate: petroleum ether = 1:1) to give the desired product.(Yield 81%)., 13440-07-8

The synthetic route of 13440-07-8 has been constantly updated, and we look forward to future research findings.

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Patent; Nantong Textile Silk Industrial Technology Institute; Soochow University (Suzhou); Zou Jianping; Tao Zekun; Lv Shuaishuai; Li Chengkun; Li Jianan; (12 pag.)CN109096336; (2018); A;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13440-07-8,Di(naphthalen-1-yl)phosphine oxide,as a common compound, the synthetic route is as follows.

In a nitrogen atmosphere, in a glove box, Add 0.01 mmol of nickel chloride and 0.52 mmol of bis-naphthylphosphine, respectively. 1.5 equivalents of t-BuOK (potassium tert-butoxide), sequentially added to the Schlenk reaction tube, Subsequently, 0.4 mmol of phenylpropanonitrile compound was added,Vacuuming and backfilling with nitrogen; under a nitrogen atmosphere, The solvent was added to 3 ml of 1,4-dioxane, and the reaction was continued at 120 C for 16 h. After the reaction is completed, it is cooled to room temperature and separated by column chromatography. That is the target product: Phenylethylnaphthylphosphine oxide with a yield of 99%., 13440-07-8

The synthetic route of 13440-07-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hunan University; Zhang Jishu; Qi Tafamingrenqingqiubugongkaixingming; (13 pag.)CN109438512; (2019); A;,
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

855-38-9, Tris(4-methoxyphenyl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,855-38-9

A mixture of 2-(8-bromodecyl)isoindoline-1 ,3-dione (0.91 g, 2.70 mmol) and tris(4- methoxyphenyl)phosphine (1 g, 2.84 mmol) in MeCN (10 mL) was heated at 70 C overnight. On cooling the solvent was removed in vacuo and the resulting residue purified by column chromatography eluting with 10% MeOH in DCM to give [8-(1 ,3-dioxo-2,3- dihydro-1 H-isoindol-2-yl)octyl]tris(4-methoxyphenyl)phosphonium bromide (1 .56 g, 82%) as a white foam. 1 H NMR (Method A) (DMSO-d6): delta (delta) ppm 7.88-7.81 (4H, m), 7.65 (6H, m), 7.28 (6H, m), 3.88 (9H, s), 3.54 (2H, t), 3.31 (2H, m), 1 .61 -1.36 (6H, m), 1 .23 (6H, m); 31 P NMR (162 MHz, DMSO-d6): delta ppm +21.7 ppm; LC-MS (Method G) 610 [M]+; RT 2.13 min

The synthetic route of 855-38-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVINTUM BIOTECHNOLOGY GMBH; SPAREY, Tim; RATCLIFFE, Andrew; STEVENSON, Brett; LAGASSE, Franz; COCHRANE, Edward; LASSALLE, Gilbert; (104 pag.)WO2018/193111; (2018); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18437-78-0,Tris(4-fluorophenyl)phosphine,as a common compound, the synthetic route is as follows.

To a solution of complex 1 (0.086 g, 0.2 mmol) and P(4-C6H4F)3 (0.063 g, 0.2 mmol) in CH2Cl2 was added asolution of Me3NO*2H2O (0.026 g, 0.23 mmol) in MeCN.The mixture was stirred at room temperature for 1 h, and then the solvent was reduced on a rotary evaporator. The residue was subjected to TLC using petroleum ether aseluent. The main red band afforded 0.101 g (70 percent) ofcomplex 5 as a red solid. IR (KBr disk, cm-1): mC:O 2049(vs), 1983 (vs), 1937 (vs). 1H NMR (500 MHz, CDCl3):7.49?7.45 (m, 6H, PPhH), 7.05 (t, J = 8 Hz, 6H, PPhH),6.53 (d, J = 7.5 Hz, 1H, 6-PhH), 6.22 (s, 1H, 2-PhH), 6.06(d, J = 7.5 Hz, 1H, 6-PhH), 1.86 (s, 3H, CH3) ppm. 31P{1H} NMR (200 MHz, CDCl3, 85percent H3PO4): 60.54(s) ppm. 13C{1H} NMR (125 MHz, CDCl3): 213.50 (d, 2JP-C= 7.2 Hz, PFeCO), 213.22 (d, 2JP-C = 6.7 Hz, PFeCO),208.96 (CO), 163.73 (dd, 4JP-C = 1.4 Hz, 1JF-C =250.9 Hz, p-PPhC), 147.92 (d, JP-C = 2.4 Hz, C6H3C), 143.92(d, JP-C = 2.5 Hz, C6H3C), 135.78, 128.92, 127.00, 125.72(4 s, C6H3C), 135.15 (dd, 2JP-C = 12.9 Hz, 3JF-C = 8.2 Hz, o-PPhC), 131.46 (dd, 1JP-C = 41.5 Hz, 4JF-C = 3.3 Hz, i-PPhC),115.81 (dd, 3JP-C = 10.7 Hz, 2JF-C = 21.2 Hz, m-PPhC),20.28 (CH3) ppm.

18437-78-0, As the paragraph descriping shows that 18437-78-0 is playing an increasingly important role.

Reference£º
Article; Liu, Xu-Feng; Transition Metal Chemistry; vol. 41; 5; (2016); p. 547 – 554;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.

17261-28-8, Compound 1 (386 mg, 1 mmol), 2-(diphenylphosphino)benzoic acid (306 mg, 1 mmol), DIEA (129 mg, 1 mmol), and 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3- tetramethyluronium hexafluorophosphate (HATU) (380 mg, 1 mmol) were dissolved in anhydrous CH2Cl2. The reaction mixture was stirred at room temperature for 12 h under argon atmosphere, tracked with TLC. And then the mixture was poured into water and extracted with CH2Cl2. The organic layer was separated, washed with saturated salt water, and dried over Na2SO4. The solvent was evaporated and the crude product of 2 was purified by column chromatography over silica gel, and eluted with CH2Cl2/petroleum ether (15:1) gave 2 as white solid (235 mg, 35percent). MP: 210 – 212 oC. 1H NMR (400 MHz, CDCl3) delta (ppm) 8.02 (d, J = 7.5 Hz, 1H), 7.70 – 7.59 (m, 4H), 7.40 – 7.17 (m, 15 H), 6.96 – 6.93 (m, 1H), 6.54 (d, J = 8.9 Hz, 1H), 6.44 (d, J = 2.4 Hz, 1H), 6.35 (dd, J = 8.8 Hz, 2.4 Hz, 1H), 6.26 (d, J = 2.1 Hz, 1H), 3.36 (q, J = 7.0 Hz, 4H), 1.17 (t, J = 7.0 Hz, 6H). 13C NMR (100 MHz, CDCl3): 169.69, 167.09, 153.27, 152.84, 149.74, 148.67, 141.36, 141.11, 135.04, 134.40, 134.21 134.17, 134.11, 134.01, 133.97, 133.90, 132.98, 130.58, 129.67, 129.49, 129.18, 128.99, 128.92, 128.84, 128.77, 128.69, 128.56, 128.51, 126.97, 124.97, 124.25 123.59, 119.44, 118.90, 117.61, 108.51, 104.77, 97.68, 83.99, 44.60, 12.63. 31P NMR (161.9 MHz, CDCl3) delta (ppm): -10.268. HRMS: calcd. m/z 675.2413 [M + H]+; m/z 1349.4747 [2M + H]+, found m/z 675.2419 [M + H]+; m/z 1349.4761 [2M + H]+.

The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Huang, Kun; He, Song; Zeng, Xianshun; Tetrahedron Letters; vol. 58; 20; (2017); p. 2004 – 2008;,
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

17261-28-8, 2-(Diphenylphosphino)benzoic acid is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of acetato complex 3 (26.7 mg, 0.04 mmol) in CH2Cl2 (5 mL), a solution of 2-(diphenylphosphino)benzoic acid (24.6 mg, 0.08 mmol) in CH2Cl2 (5 mL) was added. The reaction mixture was stirred at ambient temperature for 5 h. The resulting solution was concentrated to half of the initial volume, and n-hexane(20 mL) was added. The precipitate was collected and dried in vacuo affording the product as a white powder (14.7 mg, 0.03 mmol, 75percent). 1H NMR (600 MHz, CDCl3):d 9.14 (s, 1 H, Hh), 8.30?8.28 (m, 1 H, Dpb?H), 7.71 (t, 1H, Hf, 3JH,H = 6 Hz), 7.48?7.26 (m, 12 H, He, Hg, Dpb?H), 6.95 (d, 1 H, Hd, 3JH,H = 6 Hz), 6.85?6.80 (m, 2 H, Ha,Dpb?H), 6.72 (t, 1 H, Hc, 3JH,H = 6 Hz), 6.36 (t, 1 H, Hb,3JH,H = 6 Hz), 4.28 (br s, 2 H, CH2). 13C NMR (150 MHz,CDCl3): d 170.5 (d, CO, 3JC,P = 4.2 Hz), 158.7 (Ck), 151.3(Ch), 148.2 (d, Cj, 2JC,P = 1.5 Hz), 143.7 (d, Dpb?C,JC,P = 13 Hz), 140.9 (d, Ca, 3JC,P = 12 Hz), 139.4 (Cf),138.8 (Ci), 135.3 (d, Dpb?C, JC,P = 13 Hz), 133.8 (d,Dpb?C, JC,P = 9 Hz), 132.1 (d, Dpb?C, JC,P = 4.5 Hz),131.4 (d, Dpb?C, JC,P = 1.5 Hz), 130.1 (d, Dpb?C,JC,P = 9 Hz), 129.2, 128.5, 128.2 (Dpb?C), 127.1 (Cd),126.0 (d, Cb, 4JC,P = 4.5 Hz), 124.3 (Cc), 124.1 (d, Ce,4JC,P = 3 Hz), 123.0 (d, Cg, 4JC,P = 3 Hz), 49.9 (CH2).31P NMR (100 MHz, CDCl3): d 33.2 (s, PDbp). ESI?MS(positive) m/z: 580 [M ? H]?. mmax/cm-1 (KBr): 1609(CO). Anal. Calcd. for C31H25NO2PPd: C, 64.20; H, 4.17;N, 2.42percent; Found: C, 64.11; H, 4.546; N, 2.14percent., 17261-28-8

17261-28-8 2-(Diphenylphosphino)benzoic acid 87021, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Zhang, Xin; Wang, Haiying; Yuan, Jiali; Guo, Shuai; Transition Metal Chemistry; vol. 42; 8; (2017); p. 727 – 738;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.

17261-28-8, Thus, crotonaldehyde was treated with HCN in the presence of an (R)-oxynitrilase readily obtained from grinding and scouring of bitter almonds,18 which gave the (R)-cyanohydrin with high levels of enantioselectivity (>96percent ee).19 Subjecting to the conditions of a Pinner reaction furnished the ethyl ester 20 (Scheme 6).20 The reduction with lithium aluminum hydride led to diol 21 and subsequent silylation furnished the silylether 22 on a multigram scale.21 Applying the standard Steglich esterification protocol22 with ortho-diphenylphosphanylbenzoic acid (o-DPPBA)23 provided o-DPPB-ester (R)-(+)-6 quantitatively. Crystallization of this product improved the enantiopurity to greater than 99percent ee. In order to obtain the requested (S)-enantiomer of 6 one could apply a corresponding (S)-oxynitrilase. However, such enzymes are far more difficult to access.24 Hence, we looked at a Mitsunobu inversion protocol, which ideally would use o-DPPBA itself as the nucleophile.25 Since o-DPPBA is both a carboxylic acid and a phosphine we expected this to be a non trivial reaction because the reagent triphenylphosphine as well as o-DPPBA may react with the azodicarboxylate electrophile. Interestingly, we observed a clean Mitsunobu reaction of the allylic alcohol 22 with o-DPPBA to furnish the corresponding (S)-(-)-enantiomer of o-DPPB-ester 6 in good yield (81percent). After recrystallization (S)-(-)-6 was obtained in >99percent enantiopurity.

The synthetic route of 17261-28-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Albert-Ludwigs-Universitat Freiburg; US2011/282075; (2011); A1;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.255835-82-6,Dicyclohexyl(2′-methoxy-[1,1′-biphenyl]-2-yl)phosphine,as a common compound, the synthetic route is as follows.

Example 24 Synthesis of N-(4-methylphenyl)indole An oven-dried test tube was purged with argon and then charged with 2-dicyclohexylphosphino-2′-methoxy-1,1′-biphenyl (14.5 mg, 0.038 mmol, 7.5 mol %) and Pd2(dba)3 (11.6 mg, 0.013 mmol, 5.0 mol % Pd). Toluene (1.0 mL), indole (71 mg, 0.61 mmol), 4-chlorotoluene (60 mL, 0.51 mmol), and NaOt-Bu (70 mg, 0.73 mmol) were then added. The tube was fitted with a septum, purged with argon and heated at 100 C. for 28 h. The reaction was then cooled to room temperature, diluted with ether (20 mL), filtered through Celite and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford 99 mg (94%) of a colorless oil.

255835-82-6, The synthetic route of 255835-82-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Buchwald, Stephen L.; Huang, Xiaohua; Zim, Danilo; US2004/171833; (2004); A1;,
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