(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

Base Information

Chemical Name:(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate
CAS No.:354581-77-4
Molecular Formula:C₁₆H₂₂O₂S
Molecular Weight:278.415
Hs Code.:

Synonyms:(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

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Chemical Property of (S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

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Technology Process of (S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

There total 3 articles about (S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate 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: 71.0%

: 121534-52-9
1-(tert-butyldimethylsiloxy)-1-(tert-butylsulfanyl)ethene

: 1896-62-4
(E)-benzalacetone

: (S)-(-)-tert-butyl (R)-3-phenyl-5-oxohexanethioate

: 354581-77-4
(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

: 5-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-hex-4-enethioic acid S-tert-butyl ester

Guidance literature:: 1-(tert-butyldimethylsiloxy)-1-(tert-butylsulfanyl)ethene; (E)-benzalacetone; With tert-butyl methyl ether; 2,6-diisopropylphenol; (S,S)-4-[1-(benzoyloxy)Et]-1,3,2-oxazaborolidin deriv; In dichloromethane; at -78 ℃; for 6h;

With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jo035379x

Reference yield:

: 1896-62-4
(E)-benzalacetone

: 828246-09-9
1-(tert-butylthio)-1-diphenylsilyloxyethene

: (S)-(-)-tert-butyl (R)-3-phenyl-5-oxohexanethioate

: 354581-77-4
(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

Guidance literature:: With tert-butyl methyl ether; 2,6-diisopropylphenol; chiral oxazoborolidinone; In dichloromethane; at -78 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1021/ol048071g

Reference yield:

: 999-90-6
S-tert-butyl thioacetate

: 354581-77-4
(S)-(-)-tert-butyl (S)-3-phenyl-5-oxohexanethioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

1.2: 53 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: chiral oxazoborolidinone; tert-butyl methyl ether; 2,6-diisopropylphenol / CH₂Cl₂ / 12 h / -78 °C

With tert-butyl methyl ether; 2,6-diisopropylphenol; chiral oxazoborolidinone; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol048071g