allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

Base Information

Chemical Name:allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate
CAS No.:129253-79-8
Molecular Formula:C₂₀H₂₀N₂O₇S
Molecular Weight:432.454
Hs Code.:

Synonyms:allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

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Chemical Property of allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

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Technology Process of allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

There total 5 articles about allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate 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: 91.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 124876-47-7
allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-10-desacetoxyceph-3-em-4-carboxylate

: 129253-79-8
allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

Guidance literature:: With N,N-dimethylammonium chloride; In 1,4-dioxane; at 20 ℃; for 1.5h;
DOI:10.1016/S0040-4020(00)00417-8

Reference yield:

: 22252-43-3,26395-99-3,70287-30-8,72059-35-9
3-deacetyloxy-7-aminocephalosporanic acid

: 129253-79-8
allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. NaOH / dioxane / 0 - 20 °C / pH 8 - 9

2.1: tetrabutylammonium hydrogen sulfate; aq. NaOH / pH 7.5

2.2: 84 percent / acetone / 2 h / 20 °C

3.1: 81 percent / m-CPBA / dimethylformamide; ethyl acetate / 10 - 20 °C

4.1: 91 percent / Me₂NH*HCl / dioxane / 1.5 h / 20 °C

With sodium hydroxide; N,N-dimethylammonium chloride; tetra(n-butyl)ammonium hydrogensulfate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Substitution / 2.2: Esterification / 3.1: Oxidation / 4.1: Formylation;
DOI:10.1016/S0040-4020(00)00417-8

Reference yield:

: 10209-11-7
(6R,7R)-3-Methyl-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 129253-79-8
allyl (6R,7R) 7-phenoxyacetamido-1,1-dioxo-2-methylene-10-desacetoxyceph-3-em-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutylammonium hydrogen sulfate; aq. NaOH / pH 7.5

1.2: 84 percent / acetone / 2 h / 20 °C

2.1: 81 percent / m-CPBA / dimethylformamide; ethyl acetate / 10 - 20 °C

3.1: 91 percent / Me₂NH*HCl / dioxane / 1.5 h / 20 °C

With sodium hydroxide; N,N-dimethylammonium chloride; tetra(n-butyl)ammonium hydrogensulfate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Substitution / 1.2: Esterification / 2.1: Oxidation / 3.1: Formylation;
DOI:10.1016/S0040-4020(00)00417-8