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

Base Information

Chemical Name:(2S,7R,8S)-4-Benzenesulfonyl-2-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-8-methyl-7-triethylsilanyloxy-nonan-3-ol
CAS No.:537711-67-4
Molecular Formula:C₃₅H₆₀O₆SSi₂
Molecular Weight:665.095
Hs Code.:

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

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Chemical Property of (2S,7R,8S)-4-Benzenesulfonyl-2-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-8-methyl-7-triethylsilanyloxy-nonan-3-ol

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Technology Process of (2S,7R,8S)-4-Benzenesulfonyl-2-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-8-methyl-7-triethylsilanyloxy-nonan-3-ol

There total 7 articles about (2S,7R,8S)-4-Benzenesulfonyl-2-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-8-methyl-7-triethylsilanyloxy-nonan-3-ol 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: 82.0%

: 81445-44-5
(S)-2-(benzyloxy)propanal

: 537711-62-9
[(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-4-triethylsilanyloxy-hexane-1-sulfonyl]-benzene

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

Guidance literature:: [(4R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-5-methyl-4-triethylsilanyloxy-hexane-1-sulfonyl]-benzene; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃;

(S)-2-(benzyloxy)propanal; In tetrahydrofuran; at 0 ℃;
DOI:10.1055/s-2003-37129

Reference yield:

: 994-30-9
triethylsilyl chloride

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 882-33-7
diphenyldisulfane

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

Guidance literature:: Multi-step reaction with 3 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

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