(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

Base Information

Chemical Name:(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol
CAS No.:204381-47-5
Molecular Formula:C₃₂H₅₄O₃Si₂
Molecular Weight:542.95
Hs Code.:

Synonyms:(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

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Chemical Property of (2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

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Technology Process of (2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

There total 6 articles about (2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-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:

: (R)-3-[(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoyl]-4-isopropyl-oxazolidin-2-one

: 204381-47-5
(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; Yield given;
DOI:10.1021/ja974010k

Reference yield:

: 6026-86-4
methyl 4-formylbutanoate

: 204381-47-5
(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: (-)-(1S,2R)-N,N-dibutylnorephedrine / hexane; toluene / 72 h / 0 °C

2: 84 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

3: 94 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

4: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, from 0 to 5 deg C, 20 min, 2.) CH₂Cl₂, from -78 to 0 deg C, 3 h

5: 1.41 g / DMAP / CH₂Cl₂ / 144 h / Ambient temperature

6: LiAlH₄ / tetrahydrofuran / -78 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; (1S,2R)-(-)-2-(N,N-di-n-butylamino)-1-phenylpropan-1-ol; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ja974010k

Reference yield:

: 118545-01-0
(S)-5-Hydroxy-heptanoic acid methyl ester

: 204381-47-5
(2S,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / Ambient temperature

2: 94 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: 1.) Bu₂BOTf, Et₃N / 1.) CH₂Cl₂, from 0 to 5 deg C, 20 min, 2.) CH₂Cl₂, from -78 to 0 deg C, 3 h

4: 1.41 g / DMAP / CH₂Cl₂ / 144 h / Ambient temperature

5: LiAlH₄ / tetrahydrofuran / -78 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja974010k