(R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol

Base Information

• Chemical Name: (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol
• CAS No.: 203250-00-4
• Molecular Formula: C₂₂H₃₂O₄Si
• Molecular Weight: 388.579
• Mol file: 203250-00-4.mol

Synonyms:(R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol

Chemical Property of (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol

There total 3 articles about (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-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:

(R)-3-Allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol (203249-99-4) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol (203250-00-4)

Guidance literature:

With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1.) methanol, -78 deg C, 20 min, 2.) methanol;

DOI:10.1021/jo971980h

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol (203250-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) borane-methyl sulfide complex, NaBH₄, 2.) imidazole / 1.) THF, 0 deg C, 2.) CH₂Cl₂

2: 1.) trifluoromethanesulfonic acid, 2.) diisobutylaluminum hydride / 1.) cyclohexane, room temperature, 2.5 d, 2.) THF, toluene, -78 -> -5 deg C

3: 1.) ozone, 2.) NaBH₄ / 1.) methanol, -78 deg C, 20 min, 2.) methanol

With 1H-imidazole; sodium tetrahydroborate; trifluorormethanesulfonic acid; dimethylsulfide borane complex; diisobutylaluminium hydride; ozone;

DOI:10.1021/jo971980h

Reference yield:

methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate (159801-08-8) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethoxy)-butan-1-ol (203250-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoromethanesulfonic acid, 2.) diisobutylaluminum hydride / 1.) cyclohexane, room temperature, 2.5 d, 2.) THF, toluene, -78 -> -5 deg C

2: 1.) ozone, 2.) NaBH₄ / 1.) methanol, -78 deg C, 20 min, 2.) methanol

With sodium tetrahydroborate; trifluorormethanesulfonic acid; diisobutylaluminium hydride; ozone;

DOI:10.1021/jo971980h

upstream raw materials:

(R)-3-Allyloxy-4-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

tert-butylchlorodiphenylsilane

methyl (3R)-4-(tert-butyldiphenylsilyloxy)-3-hydroxybutanoate

Downstream raw materials:

Methanesulfonic acid (R)-4-(tert-butyl-diphenyl-silanyloxy)-3-(2-methanesulfonyloxy-ethoxy)-butyl ester