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

Base Information

• Chemical Name: 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentanoic acid phenyl ester
• CAS No.: 224968-24-5
• Molecular Formula: C₂₆H₃₈O₄Si
• Molecular Weight: 442.671
• Mol file: 224968-24-5.mol

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

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

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-pentanoic acid phenyl ester

There total 2 articles about 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentanoic acid phenyl ester 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:

t-butyldimethylsiyl triflate (69739-34-0) + phenyl (S)-5-benzyloxy-3-hydroxy-4,4-dimethylpentanoate (224968-18-7) → 5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-pentanoic acid phenyl ester (224968-24-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.75h;

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-pentanoic acid phenyl ester (224968-24-5)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/ja990031y

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

upstream raw materials:

t-butyldimethylsiyl triflate

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

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

Downstream raw materials:

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

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

(S)-5-benzyloxy-3-(tert-butyldimethylsiloxy)-4,4-dimethyl-1-pentanal

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