4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

Base Information

Chemical Name:4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate
CAS No.:111924-29-9
Molecular Formula:C₂₂H₁₉N₃O₇S
Molecular Weight:469.475
Hs Code.:

Synonyms:4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

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Chemical Property of 4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

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Technology Process of 4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

There total 7 articles about 4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-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: 44.0%

: 111924-24-4
(2S,3R,4S,5R,6R)-3-Methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2,3-dicarboxylic acid 2-(4-nitro-benzyl) ester

: 111924-29-9
4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

Guidance literature:: With 2,6-dimethylpyridine; oxalyl dichloride; In dichloromethane; 1.) 0 deg C, 2.) 16 h, room temperature;
DOI:10.1039/c39870000081

Reference yield:

: 2-((1R,5R)-7-Oxo-3-phenoxymethyl-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-buta-2,3-dienoic acid 4-nitro-benzyl ester

: 111924-29-9
4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

Guidance literature:: With perchloric acid; water; In N,N-dimethyl-formamide; at 1 ℃; for 1.66667h; Yield given;

Reference yield:

: 70850-45-2
10-hydroxy-1β-oxo-6β-(2-phenoxy-acetylamino)-1λ⁴-penicillanic acid 4-nitro-benzyl ester

: 111924-29-9
4-nitrobenzyl (3R,5R,6R)-2-methylene-6-(phenoxyacetamido)penam-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / dimethyl sulphoxide / acetic anhydride / 20 °C

2: 90 percent / sodium chlorite, resorcinol / tetrahydrofuran; H₂O; various solvent(s) / pH 3.5

3: oxalyl chloride, pyridine / CH₂Cl₂ / 1.) 0 deg C, 2.) 16 h, room temperature

With pyridine; sodium chlorite; oxalyl dichloride; dimethyl sulfoxide; recorcinol; In tetrahydrofuran; dichloromethane; water; acetic anhydride;
DOI:10.1039/c39870000081