(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester
CAS No.:116840-15-4
Molecular Formula:C₂₅H₄₂O₄SSi
Molecular Weight:466.758
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

There total 6 articles about (2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl 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:

: 51425-54-8
(Z)-3-trimethylsiloxy-2-pentene

: 116825-35-5
(2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-chloro-2,4-dimethyl-5-phenylsulfanyl-pentanoic acid methyl ester

: 116776-77-3
(2S,3S,4S,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

: 116840-15-4
(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

Guidance literature:: With 4 A molecular sieve; zinc dibromide; In dichloromethane; at 20 ℃; for 2h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(00)80325-1

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 116840-15-4
(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaOMe, 2) lutidine / 1) -23 grad C, 20 min. 2) CH₂Cl₂, -23 grad C, 0.5h

2: 98 percent / NCS / CCl₄ / 1 h / 50 °C

3: 4A mol. sieves / ZnBr₂ / CH₂Cl₂ / 2 h / 20 °C

With N-chloro-succinimide; 4 A molecular sieve; lutidine; sodium methylate; zinc dibromide; In tetrachloromethane; dichloromethane;
DOI:10.1016/S0040-4039(00)80325-1

Reference yield:

: 56102-14-8,173167-75-4
2-methyl-3-(phenylsulfanyl)propanal

: 116840-15-4
(2S,3S,4S,5R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-7-oxo-5-phenylsulfanyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) nBu₂BOTf, iPr₂NEt / 1) CH₂Cl₂

2: 1) NaOMe, 2) lutidine / 1) -23 grad C, 20 min. 2) CH₂Cl₂, -23 grad C, 0.5h

3: 98 percent / NCS / CCl₄ / 1 h / 50 °C

4: 4A mol. sieves / ZnBr₂ / CH₂Cl₂ / 2 h / 20 °C

With N-chloro-succinimide; 4 A molecular sieve; lutidine; di-n-butylboryl trifluoromethanesulfonate; sodium methylate; N-ethyl-N,N-diisopropylamine; zinc dibromide; In tetrachloromethane; dichloromethane;
DOI:10.1016/S0040-4039(00)80325-1