(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Base Information

Chemical Name:(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol
CAS No.:157758-32-2
Molecular Formula:C₃₂H₄₄O₅Si
Molecular Weight:536.784
Hs Code.:

Synonyms:(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

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Chemical Property of (2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

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Technology Process of (2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

There total 5 articles about (2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-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: 85.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: (2S,4S,5S)-4-Methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexane-1,2-diol

: 157758-32-2
(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 14h;
DOI:10.1039/c39940001147

Reference yield:

: 157758-31-1
C₃₁H₅₀O₃Si₂

: 157758-32-2
(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, -78 deg C

2: 83 percent / camphorosulfonic acid / CH₂Cl₂ / 14 h / 25 °C

3: 100 percent / TBAF / tetrahydrofuran / 2 h / 0 °C

4: 85 percent / Et₃N, DMAP / CH₂Cl₂ / 14 h

With dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ozone; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c39940001147

Reference yield:

: 157758-37-7
(3S,4S,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hept-1-en-4-ol

: 157758-32-2
(2S,4S,5S)-1-(tert-Butyl-diphenyl-silanyloxy)-4-methoxy-6-(4-methoxy-benzyloxy)-5-methyl-hexan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / NaH / tetrahydrofuran / 14 h / 0 °C

2: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, -78 deg C

3: 83 percent / camphorosulfonic acid / CH₂Cl₂ / 14 h / 25 °C

4: 100 percent / TBAF / tetrahydrofuran / 2 h / 0 °C

5: 85 percent / Et₃N, DMAP / CH₂Cl₂ / 14 h

With dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; ozone; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c39940001147