1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-2-azetidinone

Base Information

Chemical Name:1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-2-azetidinone
CAS No.:79056-39-6
Molecular Formula:C₁₈H₂₂N₂O₄S
Molecular Weight:362.45
Hs Code.:

Synonyms:1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-2-azetidinone

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Chemical Property of 1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-2-azetidinone

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Technology Process of 1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-2-azetidinone

There total 3 articles about 1-(2'-methyl-1'-carbomethoxy)-propenyl-3-phenylacetamido-4-methylthio-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: 67.0%

: 66530-14-1,79056-40-9
2-((2R,3S)-3-Amino-2-methylsulfanyl-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid methyl ester

: 103-80-0
phenylacetyl chloride

: 55826-28-3,55870-59-2,64838-98-8,64838-99-9,79056-39-6
3-Methyl-2-((2R,3S)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4020(01)88885-2

Reference yield:

: 35859-85-9
3-Methyl-2-methylsulfanylmethyleneamino-but-2-enoic acid methyl ester

: 55826-28-3,55870-59-2,64838-98-8,64838-99-9,79056-39-6
3-Methyl-2-((2R,3S)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Et₃N, ethyl chloroformate, 2.) Et₃N / 1.) ether, -25 deg C, 15 min, 2.) ether-CH₂Cl₂, 3 h, 0 deg C then 10-12 h at room temp.

2: water, p-toluenesulfonic acid monohydrate / acetone

3: 67 percent / triethylamine / CH₂Cl₂ / 0 °C

With water; chloroformic acid ethyl ester; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)88885-2

Reference yield:

: 79006-92-1,80311-96-2
1-(2'-methyl-1'-carbomethoxy) propenyl-3-(α-methyl-β-carbomethoxy-vinylamino)-4-methylthioazetidin-2-one

: 55826-28-3,55870-59-2,64838-98-8,64838-99-9,79056-39-6
3-Methyl-2-((2R,3S)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: water, p-toluenesulfonic acid monohydrate / acetone

2: 67 percent / triethylamine / CH₂Cl₂ / 0 °C

With water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)88885-2