(3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate

Base Information

• Chemical Name: (3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate
• CAS No.: 172691-24-6
• Molecular Formula: C₄₃H₅₆O₅Si₂
• Molecular Weight: 709.086
• Mol file: 172691-24-6.mol

Synonyms:(3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate

Chemical Property of (3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate

There total 1 articles about (3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate 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: 95.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (3S,4S,5S)-tert-butyl 3-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)(2-oxiranyl))-3-hydroxypropanoate (172691-20-2) → (3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate (172691-24-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(95)01645-X

Reference yield:

(3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate (172691-24-6) → (3S,4R,1'R)-3-(tert-butyldiphenylsilyloxy)-4-[3'-(tert-butyldiphenylsilyloxy)-1'-hydroxypropyl]-γ-lactone + (3S,4S,1'S)-3-(tert-butyldiphenylsilyloxy)-4-[3'-(tert-butyldiphenylsilyloxy)-1'-hydroxypropyl]-γ-lactone + (3S,4R,5R)-3-(tert-butyldiphenylsilyloxy)-5-[2'-(tert-butyldiphenylsilyloxy)-1'-ethyl]-4-hydroxy-δ-lactone

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/1099-0690(200111)2001:22<4247::AID-EJOC4247>3.0.CO;2-W

Reference yield:

(3S,4R,5S)-tert-butyl-3,7-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyheptanoate (172691-24-6) → (3S,4S,5R)-3-(tert-butyldiphenylsilyloxy)-5-[2'-(tert-butyldiphenylsilyloxy)-1'-ethyl]-4-hydroxy-δ-lactone (410091-39-3)

Guidance literature:

With chloro-trimethyl-silane; zinc; In dichloromethane; Yield given;

DOI:10.1016/0040-4039(95)01645-X

upstream raw materials:

tert-butylchlorodiphenylsilane

(3S,4S,5S)-tert-butyl 3-(3-(2-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)ethyl)(2-oxiranyl))-3-hydroxypropanoate

Downstream raw materials:

(3S,4S,5R)-3-(tert-butyldiphenylsilyloxy)-5-[2'-(tert-butyldiphenylsilyloxy)-1'-ethyl]-4-hydroxy-δ-lactone

(3S,4R,1'S)-3-(tert-butyldiphenylsilyloxy)-4-[3'-(tert-butyldiphenylsilyloxy)-1'-hydroxypropyl]-γ-lactone