(2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester

Base Information

• Chemical Name: (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester
• CAS No.: 73156-67-9
• Molecular Formula: C₂₇H₃₀N₂O₁₀S
• Molecular Weight: 574.609

Synonyms:

Chemical Property of (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester

There total 3 articles about (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl 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:

p-Methoxybenzyl 2α-methoxy-3α-bromo-3β-methyl-7-(phenoxyacetamido)cepham-4-carboxylate (58747-45-8) → (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester (73156-67-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 15 percent / AgOAc / acetic acid / 0.25 h / 100 °C

2: 130 mg / m-Cl-C₆H₄-CO₃H / CH₂Cl₂ / 2 h / 0 °C

3: 90 mg / benzene / 4 h / Heating

With silver(I) acetate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetic acid; benzene;

DOI:10.1021/jo01301a014

Reference yield:

p-Methoxybenzyl 2α-methyl-2β-<(S)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (73156-59-9) → (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester (73156-67-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 130 mg / m-Cl-C₆H₄-CO₃H / CH₂Cl₂ / 2 h / 0 °C

2: 90 mg / benzene / 4 h / Heating

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; benzene;

DOI:10.1021/jo01301a014

Reference yield:

p-Methoxybenzyl 2α-methyl-2β-<(S)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (R)-sulfoxide (73156-65-7) → (2S,3S,4S,5R,6R)-3-((S)-Acetoxy-methoxy-methyl)-3-methyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-methoxy-benzyl ester (73156-67-9)

Guidance literature:

In benzene; for 4h; Heating;

DOI:10.1021/jo01301a014

upstream raw materials:

p-Methoxybenzyl 2α-methyl-2β-<(S)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate (R)-sulfoxide

p-Methoxybenzyl 2α-methoxy-3α-bromo-3β-methyl-7-(phenoxyacetamido)cepham-4-carboxylate

p-Methoxybenzyl 2α-methyl-2β-<(S)-acetoxymethoxymethyl>-6β-(phenoxyacetamido)penam-3α-carboxylate

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