(4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide

Base Information

• Chemical Name: (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide
• CAS No.: 69308-55-0
• Molecular Formula: C₂₃H₂₁N₃O₈S
• Molecular Weight: 499.501

Synonyms:(4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide

Chemical Property of (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide

Chemical Property:

Purity/Quality:

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Technology Process of (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide

There total 7 articles about (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide 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:

(2R)-4-nitrobenzyl 2-[(2R,3R)-2-(tert-butylcarbonyloxy)sulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl]-3-methyl-3-butenoate → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (69308-55-0) + (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

With ytterbium(III) triflate; In nitromethane; at 20 ℃; for 23h;

DOI:10.1016/S0040-4020(02)00982-1

Reference yield:

(R)-2-[(2R,3R)-2-Chlorosulfinyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid 4-nitro-benzyl ester (61375-83-5) → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (69308-55-0) + (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

With sodium pivalate; ytterbium(III) triflate; In toluene; at 20 ℃; for 40h;

DOI:10.1016/S0040-4020(02)00982-1

Reference yield:

(2R)-4-nitrobenzyl 2-[(2R,3R)-2-acetoxysulfinyl-4-oxo-3-phenoxyacetamido-1-azetidinyl]-3-methyl-3-butenoate → (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (69308-55-0) + (4R,6R,7R)-4-nitrobenzyl 3-methylene-7-phenoxyacetamidocepham-4-carboxylate-1-oxide (60771-27-9)

Guidance literature:

at 125 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)00982-1

upstream raw materials:

(6R)-3t-bromo-3c-methyl-5c,8-dioxo-7t-(2-phenoxy-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester

(R)-2-[(2R,3R)-2-Chlorosulfinyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-3-enoic acid 4-nitro-benzyl ester

(6R)-3t-bromo-3c-methyl-8-oxo-7t-(2-phenoxy-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid 4-nitro-benzyl ester

Downstream raw materials:

p-Nitrobenzyl 7-(phenoxyacetamido)-3-methylenecepham-4-carboxylate

4-nitrobenzyl 7β-phenoxyacetamido-3-methyl-3-cephem-4-carboxylate 1R-(α)-oxide

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