Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

Base Information

Chemical Name:Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester
CAS No.:537711-63-0
Molecular Formula:C₃₇H₆₂O₇SSi₂
Molecular Weight:707.132
Hs Code.:

Synonyms:Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

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Chemical Property of Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

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Technology Process of Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

There total 8 articles about Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl 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: 88.0%

: 108-24-7
acetic anhydride

: 537711-67-4
(2S,7R,8S)-4-Benzenesulfonyl-2-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-8-methyl-7-triethylsilanyloxy-nonan-3-ol

: 537711-63-0
Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

Guidance literature:: With dmap; triethylamine; at 20 ℃;
DOI:10.1055/s-2003-37129

Reference yield:

: 994-30-9
triethylsilyl chloride

: 537711-63-0
Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 79 percent / imidazole / CH₂Cl₂ / 20 °C

2.1: H₃B*SMe₂ / tetrahydrofuran / 20 °C

2.2: 81 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 20 °C

3.1: 92 percent / Bu₃P / CH₂Cl₂ / 20 °C

4.1: 83 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

5.1: LDA / tetrahydrofuran / 0 °C

5.2: 82 percent / tetrahydrofuran / 0 °C

6.1: 88 percent / DMAP; Et₃N / 20 °C

With 1H-imidazole; dmap; tributylphosphine; dimethylsulfide borane complex; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2003-37129

Reference yield:

: 882-33-7
diphenyldisulfane

: 537711-63-0
Acetic acid (5R,6S)-2-benzenesulfonyl-1-((S)-1-benzyloxy-ethyl)-7-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-triethylsilanyloxy-heptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / Bu₃P / CH₂Cl₂ / 20 °C

2.1: 83 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 20 °C

3.1: LDA / tetrahydrofuran / 0 °C

3.2: 82 percent / tetrahydrofuran / 0 °C

4.1: 88 percent / DMAP; Et₃N / 20 °C

With dmap; tributylphosphine; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2003-37129