(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

Base Information

Chemical Name:(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol
CAS No.:174156-53-7
Molecular Formula:C₃₂H₄₂O₄Si
Molecular Weight:518.769
Hs Code.:

Synonyms:(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

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Technology Process of (4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

There total 6 articles about (4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-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:

: 3587-60-8
Benzyloxymethyl chloride

: 174156-53-7
(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et(iPr)2N; 2.) DDQ / 1.) CH₂Cl₂; 2.) CH₂Cl₂, tBuOH, pH 7 buffer

2: (COCl)2, Et(iPr)2N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

3: MgBr₂*Et₂O / CH₂Cl₂ / -78 degC -> -50 degC

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(95)02177-9

Reference yield:

: 138436-30-3
(R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxymethoxymethyl)-propionaldehyde

: 174156-53-7
(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / -78 degC -> -50 degC

2: 1.) Et(iPr)2N; 2.) DDQ / 1.) CH₂Cl₂; 2.) CH₂Cl₂, tBuOH, pH 7 buffer

3: (COCl)2, Et(iPr)2N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

4: MgBr₂*Et₂O / CH₂Cl₂ / -78 degC -> -50 degC

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(95)02177-9

Reference yield:

: 152669-37-9
(R)-3-<<(t-butyldiphenyl)silyl>oxy>-2-<<<(p-methoxybenzyl)oxy>methoxy>methyl>-1-propanol

: 174156-53-7
(4S,5S,6R)-6-Benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-hept-1-en-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2, Et(iPr)2N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

2: diethyl ether / -78 degC -> -50 degC

3: 1.) Et(iPr)2N; 2.) DDQ / 1.) CH₂Cl₂; 2.) CH₂Cl₂, tBuOH, pH 7 buffer

4: (COCl)2, Et(iPr)2N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

5: MgBr₂*Et₂O / CH₂Cl₂ / -78 degC -> -50 degC

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; magnesium bromide; In diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0040-4039(95)02177-9