(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

Base Information

Chemical Name:(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester
CAS No.:930121-00-9
Molecular Formula:C₃₇H₅₄O₄SSi
Molecular Weight:622.985
Hs Code.:

Synonyms:(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

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Chemical Property of (+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

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Technology Process of (+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

There total 14 articles about (+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 930120-99-3
(+)-(3S,5S,7R,9R)-10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decan-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 930121-00-9
(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1039/b612593j

Reference yield:

: 917590-73-9
(E)-4-(tert-butyl-diphenyl-silanyloxy)-but-2-enethioic acid S-ethyl ester

: 930121-00-9
(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.33 h / -75 °C

1.2: 95 percent / various solvent(s); diethyl ether / 17 h / -75 °C

2.1: Et₃SiH / Pd-C / CH₂Cl₂ / 20 °C

3.1: 1.491 g / CH₂Cl₂ / 24 h / Heating

4.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.33 h / -75 °C

4.2: 90 percent / various solvent(s); diethyl ether / 17 h / -75 °C

5.1: Et₃SiH / Pd-C / CH₂Cl₂ / 20 °C

6.1: 214 mg / CH₂Cl₂ / 24 h / Heating

7.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.33 h / -75 °C

7.2: 85 percent / various solvent(s); diethyl ether / 17 h / -75 °C

8.1: Et₃SiH / Pd-C / CH₂Cl₂ / 20 °C

9.1: 1.102 g / CH₂Cl₂ / 24 h / Heating

10.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.17 h / -75 °C

10.2: 88 percent / various solvent(s); diethyl ether / 17 h / -75 °C

11.1: 95 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / -20 °C

12.1: 95 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; triethylsilane; diisobutylaluminium hydride; palladium on activated charcoal; (S,R_Fe)-Josiphos*CuBr; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1039/b612593j

Reference yield:

: 6-(tert-butyl-diphenyl-silanyloxy)-3,5-dimethyl-hexanal

: 930121-00-9
(+)-(3S,5S,7R,9R)-toluene-4-sulfonic acid 10-(tert-butyl-diphenyl-silanyloxy)-3,5,7,9-tetramethyl-decyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 214 mg / CH₂Cl₂ / 24 h / Heating

2.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.33 h / -75 °C

2.2: 85 percent / various solvent(s); diethyl ether / 17 h / -75 °C

3.1: Et₃SiH / Pd-C / CH₂Cl₂ / 20 °C

4.1: 1.102 g / CH₂Cl₂ / 24 h / Heating

5.1: (S,R_Fe)-Josiphos*CuBr complex / various solvent(s); diethyl ether / 0.17 h / -75 °C

5.2: 88 percent / various solvent(s); diethyl ether / 17 h / -75 °C

6.1: 95 percent / DIBAL-H / tetrahydrofuran; CH₂Cl₂ / -20 °C

7.1: 95 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; triethylsilane; diisobutylaluminium hydride; palladium on activated charcoal; (S,R_Fe)-Josiphos*CuBr; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1039/b612593j