(1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Base Information

Chemical Name:(1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone
CAS No.:112245-39-3
Molecular Formula:C₂₁H₂₃NO₅S
Molecular Weight:401.483
Hs Code.:

Synonyms:(1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

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Chemical Property of (1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Chemical Property:

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Technology Process of (1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

There total 1 articles about (1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-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:

: 124-63-0
methanesulfonyl chloride

: 205525-21-9
(1'S,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

: 112245-38-2
(1'S,3S,4R)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

: 112245-39-3
(1'S,3S,4S)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00238a041

Reference yield: 93.0%

: 100009-44-7,106399-91-1,112245-38-2,112245-39-3
(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

: 112113-97-0
3-Eth-(Z)-ylidene-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

: (R)-3-((S)-1-Iodo-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

Guidance literature:: With sodium iodide; In acetone; for 12h; Heating;
DOI:10.1021/jo00238a041

Reference yield:

: 100009-44-7,106399-91-1,112245-38-2,112245-39-3
(1'S,3S,4RS)-1-(4-methoxyphenyl)-3-<1'-<(methylsulfonyl)oxy>ethyl>-4-(2'-phenylethenyl)-2-azetidinone

: Acetic acid (R)-3-ethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / NaI / acetone / 12 h / Heating

2: 80 percent / tributyltin hydride, 2,2'-azobisisobutyronitrile / benzene / 2 h / Heating

3: OsO₄, NaIO₄

4: KMnO₄

5: 82 percent / dimethylformamide; acetic acid / 1 h / 80 °C

With potassium permanganate; sodium periodate; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium iodide; In acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo00238a041