(3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate

Base Information

• Chemical Name: (3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate
• CAS No.: 172691-25-7
• Molecular Formula: C₄₄H₅₈O₅Si₂
• Molecular Weight: 723.113
• Mol file: 172691-25-7.mol

Synonyms:(3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate

Chemical Property of (3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate

There total 1 articles about (3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate 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-(3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)propyl)(2-oxiranyl))-3-hydroxypropanoate (172691-21-3) → (3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate (172691-25-7)

Guidance literature:

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

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

Reference yield: 80.0%

(3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate (172691-25-7) → (3S,4R,1'R)-3-(tert-butyldiphenylsilyloxy)-4-[4'-(tert-butyldiphenylsilyloxy)-1'-hydroxybutyl]-γ-lactone

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 20 ℃; for 4.83333h;

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

Reference yield:

(3S,4R,5S)-tert-butyl-3,8-(bis-tert-butyldiphenylsilyloxy)-4,5-epoxyoctanoate (172691-25-7) → (4S,5S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-5-hydroxy-tetrahydro-pyran-2-one

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-(3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)propyl)(2-oxiranyl))-3-hydroxypropanoate

Downstream raw materials:

(4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-butyl]-dihydro-furan-2-one

Benzoic acid (R)-4-(tert-butyl-diphenyl-silanyloxy)-1-[(2R,3S)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-tetrahydro-furan-2-yl]-butyl ester