S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate

Base Information

• Chemical Name: S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate
• CAS No.: 1017238-07-1
• Molecular Formula: C₂₉H₄₂O₃SSi
• Molecular Weight: 498.802
• Mol file: 1017238-07-1.mol

Synonyms:S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate

Chemical Property of S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate

There total 1 articles about S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate 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: 92.0%

(3R,5S)-5-{[tert-butyl(diphenyl)silyl]oxy}-3-methoxyoctanal (1017238-06-0) + S-ethyl 2-(triphenylphosphoranylidene)ethanethioate (32443-51-9) → S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate (1017238-07-1)

Guidance literature:

In dichloromethane; for 10h; Inert atmosphere; Reflux;

DOI:10.1021/ol8001255

Reference yield: 93.0%

S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate (1017238-07-1) + methylmagnesium bromide (75-16-1) → S-ethyl (3S,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxy-3-methyldecanethioate (1017238-08-2)

Guidance literature:

methylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; (R)-1-[(S_p)-2-(diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine; In diethyl ether; tert-butyl methyl ether; at -75 ℃; for 0.166667h; Inert atmosphere;

S-ethyl (2E,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxydec-2-enethioate; In diethyl ether; tert-butyl methyl ether; at -75 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol8001255

upstream raw materials:

(3R,5S)-5-{[tert-butyl(diphenyl)silyl]oxy}-3-methoxyoctanal

S-ethyl 2-(triphenylphosphoranylidene)ethanethioate

Downstream raw materials:

S-ethyl (3S,5S,7S)-7-{[tert-butyl(diphenyl)silyl]oxy}-5-methoxy-3-methyldecanethioate