(2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone

Base Information

• Chemical Name: (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone
• CAS No.: 445398-01-6
• Molecular Formula: C₂₃H₃₈O₃Si
• Molecular Weight: 390.638

Synonyms:(2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone

Chemical Property of (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone

There total 4 articles about (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone 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: 92.0%

(2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanol (445398-00-5) → (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone (445398-01-6)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.5h;

DOI:10.1016/S0957-4166(01)00549-3

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone (445398-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 92 percent / DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -60 °C

With dmap; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; 2: Swern oxidation;

DOI:10.1016/S0957-4166(01)00549-3

Reference yield:

(2S,3S)-3-(2-Benzyloxy-ethyl)-2-hydroxymethyl-3-methyl-cyclohexanol (445398-22-1) → (2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanone (445398-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP / CH₂Cl₂ / 4 h / 0 - 20 °C

2: 92 percent / DMSO; oxalyl chloride / CH₂Cl₂ / 0.5 h / -60 °C

With dmap; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; 2: Swern oxidation;

DOI:10.1016/S0957-4166(01)00549-3

upstream raw materials:

(2S,3S)-3-(2-Benzyloxy-ethyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-cyclohexanol

tert-butyldimethylsilyl chloride

(2S,3S)-3-(2-Benzyloxy-ethyl)-2-hydroxymethyl-3-methyl-cyclohexanol

Downstream raw materials:

[(1S,2S)-2-(2-Benzyloxy-ethyl)-2-methyl-6-methylene-cyclohexylmethoxy]-tert-butyl-dimethyl-silane

2-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-1-methyl-3-methylene-cyclohexyl]-ethanol

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