2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

Base Information

Chemical Name:2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid
CAS No.:122692-55-1
Molecular Formula:C₁₅H₁₆N₂O₈S
Molecular Weight:384.367
Hs Code.:

Synonyms:2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

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Chemical Property of 2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

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Technology Process of 2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

There total 4 articles about 2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid 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: 82.0%

: 122692-52-8
2-<3-phenylacetamido-4-(trichloroethoxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

: 122692-55-1
2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

Guidance literature:: With acetic acid; zinc; In N,N-dimethyl-formamide; at 0 ℃; for 4h;
DOI:10.1016/0223-5234(88)90100-6

Reference yield:

: 87996-82-5
2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

: 122692-55-1
2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / 1.2 N aq HCl / dimethylformamide / 1 h / Ambient temperature

2: 29 percent / triethylamine / dimethylformamide / 1 h / 0 °C / then 20 deg C

3: 82 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C / then 20 deg C

4: 82 percent / zinc dust, acetic acid / dimethylformamide / 4 h / 0 °C

With hydrogenchloride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0223-5234(88)90100-6

Reference yield:

: 122691-74-1
2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

: 122692-55-1
2-<3-phenylacetamido-4-(hydroxycarbonyl-methyl)sulfonyl-(3R,4R)-azetidin-2-on-1-yl>acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 29 percent / triethylamine / dimethylformamide / 1 h / 0 °C / then 20 deg C

2: 82 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1 h / 0 °C / then 20 deg C

3: 82 percent / zinc dust, acetic acid / dimethylformamide / 4 h / 0 °C

With acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0223-5234(88)90100-6