(1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol

Base Information

• Chemical Name: (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol
• CAS No.: 682352-14-3
• Molecular Formula: C₂₉H₅₀O₃SSi
• Molecular Weight: 506.866

Synonyms:

Chemical Property of (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol

There total 4 articles about (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-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:

2,2-diethoxyacetophenone (6175-45-7) → (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol (682352-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / CH₂Cl₂ / 20 °C

2: 95 percent / imidazole / CH₂Cl₂

With 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2004.01.046

Reference yield:

{(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol (444308-38-7) → (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol (682352-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / CH₂Cl₂ / 20 °C

2: 95 percent / imidazole / CH₂Cl₂

With 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2004.01.046

Reference yield:

(1S,2R,3S,5R,2'S)-6,6-dimethyl-3-(2'-ethoxy-1'-phenyl-1'-oxo-2'-ethylsulfanyl)-2-hydroxymethyl-bicyclo[3.1.1]heptane (682352-08-5) → (1S,2R)-1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylsulfanyl]-1-ethoxy-3-methyl-2-phenyl-butan-2-ol (682352-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole / CH₂Cl₂

With 1H-imidazole; In dichloromethane;

DOI:10.1016/j.tetlet.2004.01.046

upstream raw materials:

isopropylmagnesium bromide

(1S,2R,3S,5R,2'S)-6,6-dimethyl-3-(2'-ethoxy-1'-phenyl-1'-oxo-2'-ethylsulfanyl)-2-(O-t-butyl-dimethylsilyl-hydroxymethyl)-bicyclo[3.1.1]heptane

2,2-diethoxyacetophenone

{(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol

Downstream raw materials:

(S)-(-)-3-methyl-2-phenylbutane-1,2-diol

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