(3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

Base Information

Chemical Name:(3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one
CAS No.:137623-32-6
Molecular Formula:C₂₆H₃₇NO₄SSi
Molecular Weight:487.736
Hs Code.:

Synonyms:(3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

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Chemical Property of (3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

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Technology Process of (3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

There total 8 articles about (3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one 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: 65.0%

: 77086-38-5
ketene t-butyldimethylsilyl methyl acetal

: 137528-07-5
(2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-N-(2,4-dimethoxybenzyl)-2-(phenylsulfinylmethyl)butanamide

: 137528-08-6,137623-32-6
(3S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

Guidance literature:: With zinc(II) iodide; In acetonitrile; at 70 ℃; for 8h;
DOI:10.1039/c39900000727

Reference yield: 52.0%

: 137528-07-5
(2S,3R)-3-<(tert-butyldimethylsilyl)oxy>-N-(2,4-dimethoxybenzyl)-2-(phenylsulfinylmethyl)butanamide

: 137623-32-6
(3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

: 137528-08-6
(3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

Guidance literature:: With ketene t-butyldimethylsilyl methyl acetal; zinc(II) iodide; In acetonitrile; at 70 ℃; for 8h;
DOI:10.1248/cpb.40.12

Reference yield:

: 20781-21-9
2,4-dimethoxybenzylamine hydrochloride

: 137623-32-6
(3S,4S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) AlMe₃ / 1.) hexane, benzene, from 0 deg C to RT, 1 h, 2.) hexane, benzene, reflux, 3 d

2: 89 percent / NaIO₄ / methanol / Ambient temperature

3: 13 percent / O-methyl-O-tert-butyldimethylsilylketene acetal, ZnI₂ / acetonitrile / 8 h / 70 °C

With sodium periodate; trimethylaluminum; ketene t-butyldimethylsilyl methyl acetal; zinc(II) iodide; In methanol; acetonitrile;
DOI:10.1248/cpb.40.12