[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

Base Information

Chemical Name:[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester
CAS No.:145324-87-4
Molecular Formula:C₂₀H₂₁N₃O₈S
Molecular Weight:463.468
Hs Code.:

Synonyms:[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

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Chemical Property of [2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

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Technology Process of [2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

There total 4 articles about [2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester 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: 58.0%

: 145324-86-3
[2-(5-Methyl-isoxazole-4-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

: 145324-87-4
[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: With sodium hydroxide; pH 10 phosphate buffer; In acetonitrile; for 2h;
DOI:10.1016/S0040-4039(00)60955-3

Reference yield:

: 124876-47-7
3-Methyl-5,5,8-trioxo-7-(2-phenoxy-acetylamino)-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid allyl ester

: 145324-87-4
[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / acetonitrile

2: NH₂OH*HCl, CF₃COOH / acetonitrile

3: 63 percent / aq. pH 10 phosphate buffer / acetonitrile / 0.17 h / or with NH₂OH*HCl/60 deg C; also reaction of the corresponding tosylhydrazone

4: 58 percent / NaOH, aq. pH 10 phosphate buffer / acetonitrile / 2 h

With pyridine; sodium hydroxide; pH 10 phosphate buffer; hydroxylamine hydrochloride; trifluoroacetic acid; In acetonitrile;
DOI:10.1016/S0040-4039(00)60955-3

Reference yield:

: 145324-85-2
phenoxyacetylcephalosporin-2-carboxaldehyde oxime

: 145324-87-4
[2-((E)-1-Cyano-3-hydroxy-but-2-ene-2-sulfonyl)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / aq. pH 10 phosphate buffer / acetonitrile / 0.17 h / or with NH₂OH*HCl/60 deg C; also reaction of the corresponding tosylhydrazone

2: 58 percent / NaOH, aq. pH 10 phosphate buffer / acetonitrile / 2 h

With sodium hydroxide; pH 10 phosphate buffer; In acetonitrile;
DOI:10.1016/S0040-4039(00)60955-3