2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam

Base Information

• Chemical Name: 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam
• CAS No.: 99809-78-6
• Molecular Formula: C₂₆H₂₇N₃O₁₀S
• Molecular Weight: 573.58

Synonyms:2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam

Chemical Property of 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam

Chemical Property:

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Technology Process of 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam

There total 2 articles about 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam 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: 90.0%

silver(I) acetate (563-63-3) + 4-Nitro-benzoic acid (2S,3S,7R)-3-bromo-2-methoxy-3-methyl-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ylmethyl ester (99809-77-5,99828-79-2) → 4-Nitro-benzoic acid (2S,3S,6R)-3-acetoxymethyl-2-methoxy-3-methyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ylmethyl ester (99809-78-6,99809-79-7)

Guidance literature:

In methanol; at 60 ℃; for 24h;

DOI:10.1021/jo00006a035

Reference yield: 71.0%

acetic acid (64-19-7,77671-22-8) + 3β-bromo-3α-methyl-4α-methoxy-4β-<((p-nitrobenzoyl)oxy)methyl>-7β-(phenoxyacetamido)cepham (99809-77-5) → 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (99809-78-6)

Guidance literature:

With silver(I) acetate; at 100 ℃; for 0.333333h; Mechanism; other cepham derivatives;

DOI:10.1021/jo00354a028

Reference yield: 42.0%

2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (99809-78-6) → 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (S)-sulfoxide (99809-80-0) + 2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (R)-sulfoxide (99809-81-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo00354a028

upstream raw materials:

silver(I) acetate

4-Nitro-benzoic acid (2S,3S,7R)-3-bromo-2-methoxy-3-methyl-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ylmethyl ester

acetic acid

3β-bromo-3α-methyl-4α-methoxy-4β-<((p-nitrobenzoyl)oxy)methyl>-7β-(phenoxyacetamido)cepham

Downstream raw materials:

2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (S)-sulfoxide

2β-(acetoxymethyl)-2α-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (R)-sulfoxide

2α-(acetoxymethyl)-2β-methyl-3α-methoxy-3β-<((p-nitrobenzoyl)oxy)methyl>-6β-(phenoxyacetamido)penam (S)-sulfoxide

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