(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

Base Information

Chemical Name:(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid
CAS No.:204381-37-3
Molecular Formula:C₃₂H₅₂O₄Si₂
Molecular Weight:556.933
Hs Code.:

Synonyms:(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

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Chemical Property of (2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

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Technology Process of (2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

There total 6 articles about (2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid 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

: 204381-37-3
(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 0 ℃; Yield given;
DOI:10.1021/ja974010k

Reference yield:

: 6026-86-4
methyl 4-formylbutanoate

: 204381-37-3
(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

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: 30percent aq. H₂O₂, LiOH / H₂O; tetrahydrofuran; dimethylformamide / 0 °C

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

Reference yield:

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

: 204381-37-3
(2R,3S,7S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-nonanoic acid

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: 30percent aq. H₂O₂, LiOH / H₂O; tetrahydrofuran; dimethylformamide / 0 °C

With 2,6-dimethylpyridine; dmap; lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja974010k