5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol

Base Information

• Chemical Name: 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol
• CAS No.: 224968-25-6
• Molecular Formula: C₂₀H₃₆O₃Si
• Molecular Weight: 352.59
• Mol file: 224968-25-6.mol

Synonyms:5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol

Chemical Property of 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol

There total 4 articles about 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-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:

5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentanoic acid phenyl ester (224968-24-5) → 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol (224968-25-6)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1021/ja990031y

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol (224968-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 435 mg / diisopropylethylamine / CH₂Cl₂ / 0.75 h / 0 °C

2: 300 mg / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ja990031y

Reference yield:

(S)-5-Benzyloxy-3-hydroxy-4,4-dimethyl-1-phenyl-pentan-1-one (212050-32-3) → 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentan-1-ol (224968-25-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / m-chloroperoxybenzoic acid, NaH₂PO₄ / 1,2-dichloro-ethane / 50 h / 40 °C

2: 435 mg / diisopropylethylamine / CH₂Cl₂ / 0.75 h / 0 °C

3: 300 mg / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With sodium dihydrogenphosphate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/ja990031y

upstream raw materials:

5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentanoic acid phenyl ester

t-butyldimethylsiyl triflate

(S)-5-Benzyloxy-3-hydroxy-4,4-dimethyl-1-phenyl-pentan-1-one

phenyl (S)-5-benzyloxy-3-hydroxy-4,4-dimethylpentanoate

Downstream raw materials:

methanesulfonic acid 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentyl ester

[3-benzyloxy-1-(2-iodo-ethyl)-2,2-dimethyl-propoxy]-tert-butyl-dimethyl-silane

2-<(4R,6S)-6-(2-benzyloxy-1,1-dimethylethyl)-2,2-dimethyl-1,3-dioxan-4-yl>ethanol

[(4S,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid phenyl ester