(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

Base Information

Chemical Name:(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate
CAS No.:1054486-91-7
Molecular Formula:C₁₅H₂₀O₂S
Molecular Weight:264.389
Hs Code.:

Synonyms:(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

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Chemical Property of (-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

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Technology Process of (-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

There total 1 articles about (-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate 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: 83.0%

: 19737-43-0
S-ethyl 2-propenethioate

: 654071-49-5
(-)-(((S)-2-methylbut-3-enyloxy)methyl)benzene

: 1054486-91-7
(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

: 1054486-93-9
C₂₂H₂₈O₂

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 6h; Inert atmosphere; Reflux;
DOI:10.1021/jo8010649

Reference yield: 91.0%

: 1054486-91-7
(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

: 75-16-1
methylmagnesium bromide

: 1054486-84-8
(+)-S-ethyl (3S,4S)-5-(benzyloxy)-3,4-dimethylpentanethioate

Guidance literature:: methylmagnesium bromide; With copper(l) iodide; (R)-TolBINAP; In diethyl ether; tert-butyl methyl ether; at -70 ℃; for 0.166667h; Inert atmosphere;

(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate; With C₂₂H₂₈O₂; In diethyl ether; dichloromethane; tert-butyl methyl ether; at -70 ℃; for 16h; Inert atmosphere;

With methanol; ammonium chloride; In diethyl ether; dichloromethane; tert-butyl methyl ether; water; at -70 - 20 ℃; optical yield given as %ee; diastereoselective reaction;
DOI:10.1021/jo8010649

Reference yield: 85.0%

: 1054486-91-7
(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate

: 75-16-1
methylmagnesium bromide

: 1054487-38-5
(+)-S-ethyl (3R,4S)-5-(benzyloxy)-3,4-dimethylpentanethioate

Guidance literature:: methylmagnesium bromide; With copper(l) iodide; (S)-(-)-2,2'-bis(di-o-tolylphosphino)-1,1'-binaphthyl; In diethyl ether; tert-butyl methyl ether; at -70 ℃; for 0.166667h; Inert atmosphere;

(-)-S-ethyl (E,4S)-5-(benzyloxy)-4-methyl-2-pentenethioate; With C₂₂H₂₈O₂; In diethyl ether; dichloromethane; tert-butyl methyl ether; at -70 ℃; for 16h; Inert atmosphere;

With methanol; ammonium chloride; In diethyl ether; dichloromethane; tert-butyl methyl ether; water; at -70 - 20 ℃; optical yield given as %ee; diastereoselective reaction;
DOI:10.1021/jo8010649