(R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Base Information

• Chemical Name: (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol
• CAS No.: 111392-98-4
• Molecular Formula: C₁₈H₃₂O₃Si
• Molecular Weight: 324.536
• Mol file: 111392-98-4.mol

Synonyms:(R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Chemical Property of (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol

There total 13 articles about (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-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: 96.0%

(S)-5-phenylmethoxypentane-1,3-diol (81132-13-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (111392-98-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 5h;

DOI:10.1071/C97111

Reference yield:

benzyl bromide (100-39-0) → (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (111392-98-4)

Guidance literature:

Multi-step reaction with 3 steps

2: 1.) NaIO₄, 2.) NaBH₄ / 1.) H₂O, 22 deg C, 2.) EtOH, 27 deg C, 10 h

3: DMAP / CH₂Cl₂ / 5 h / 22 °C

With dmap; sodium tetrahydroborate; sodium periodate; In dichloromethane;

DOI:10.1021/jo00346a052

Reference yield:

(2R,4R)-6-Benzyloxy-hexane-1,2,4-triol (81096-97-1) → (R)-1-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-3-ol (111392-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaIO₄, 2.) NaBH₄ / 1.) H₂O, 22 deg C, 2.) EtOH, 27 deg C, 10 h

2: DMAP / CH₂Cl₂ / 5 h / 22 °C

With dmap; sodium tetrahydroborate; sodium periodate; In dichloromethane;

DOI:10.1021/jo00346a052

upstream raw materials:

(S)-5-phenylmethoxypentane-1,3-diol

tert-butyldimethylsilyl chloride

5-(tetrahydropyran-2-yloxy)-3-pentyn-1-ol

((but-3-yn-1-yloxy)methyl)benzene

Downstream raw materials:

3β-hydroxy-5β-<(2-phenyl)ethyl>-δ-lactone

Acetic acid (S)-5-benzyloxy-3-methoxymethoxy-1-phenethyl-pentyl ester

(R)-5-Acetoxy-3-methoxymethoxy-7-phenyl-heptanoic acid

(S)-5-Benzyloxy-3-methoxymethoxy-pentanal