(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

Base Information

Chemical Name:(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone
CAS No.:173105-91-4
Molecular Formula:C₂₂H₂₅NO₃S
Molecular Weight:383.511
Hs Code.:

Synonyms:(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

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Chemical Property of (3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

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Technology Process of (3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

There total 1 articles about (3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone 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%

: (3SR,4SR)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4--2-azetidinone

: 173105-91-4
(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;
DOI:10.1016/0040-4020(95)00902-7

Reference yield: 94.0%

: 173105-91-4
(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

: 173105-92-5
(3S,4S)-3-<(S)-1-hydroxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

Guidance literature:: With pyridine; sodium hydroxide; Ambient temperature;
DOI:10.1016/0040-4020(95)00902-7

Reference yield:

: 173105-91-4
(3S,4S)-3-<(S)-1-acetoxyethyl>-1-<(S)-1-phenylethyl>-4-<(phenylthio)methyl>-2-azetidinone

: (3S,4S)-4-Benzenesulfinylmethyl-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1-((S)-1-phenyl-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / 0.1N aq. NaOH, pyridine / Ambient temperature

2: 100 percent / diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran / 2 h / Ambient temperature

3: 96 percent / 10percent aq. HCl / methanol / 5 h / Ambient temperature

4: 99 percent / Et₃N / dimethylformamide / 6 h / Ambient temperature

5: 100 percent / 80percent m-CPBA / CH₂Cl₂

With pyridine; hydrogenchloride; sodium hydroxide; di-isopropyl azodicarboxylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(95)00902-7