(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

Base Information

Chemical Name:(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one
CAS No.:733770-02-0
Molecular Formula:C₁₆H₂₁NO₇S
Molecular Weight:371.411
Hs Code.:

Synonyms:(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

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Chemical Property of (αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

Chemical Property:

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Technology Process of (αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

There total 1 articles about (αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-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: 75.0%

: 124-63-0
methanesulfonyl chloride

: 341554-44-7
(αS,3S,4S)-3-(1-acetoxyethyl)-4-hydroxymethyl-N-(4-methoxyphenyl)-azetidin-2-one

: 733770-02-0
(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

Guidance literature:: In pyridine; at -5 - 25 ℃;
DOI:10.1007/s00706-003-0135-9

Reference yield:

: 733770-02-0
(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

: 733770-04-2
benzyl (αS,6S,7S)-7-(1-acetoxyethyl)-3-methyl-2-isoxacephem-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / ammonium cerium(IV) nitrate / H₂O; acetonitrile / -10 - 0 °C

2.1: Et₃N / tetrahydrofuran / 20 °C

2.2: pyridine; thionyl chloride / tetrahydrofuran / 1 h / -25 °C

2.3: Zn powder / acetic acid; H₂O / 1 h / 4 °C

3.1: 28 percent / Et₃N / CHCl₃ / Heating

With ammonium cerium(IV) nitrate; triethylamine; In tetrahydrofuran; chloroform; water; acetonitrile;
DOI:10.1007/s00706-003-0135-9

Reference yield:

: 733770-02-0
(αS,3S,4S)-3-(1-acetoxyethyl)-4-(mesyloxymethyl)-N-(4-methoxyphenyl)-azetidin-2-one

: (Z)-2-[(2S,3S)-3-((S)-1-Acetoxy-ethyl)-2-methanesulfonyloxymethyl-4-oxo-azetidin-1-yl]-3-hydroxy-but-2-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / ammonium cerium(IV) nitrate / H₂O; acetonitrile / -10 - 0 °C

2.1: Et₃N / tetrahydrofuran / 20 °C

2.2: pyridine; thionyl chloride / tetrahydrofuran / 1 h / -25 °C

2.3: Zn powder / acetic acid; H₂O / 1 h / 4 °C

With ammonium cerium(IV) nitrate; triethylamine; In tetrahydrofuran; water; acetonitrile;
DOI:10.1007/s00706-003-0135-9