2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

Base Information

Chemical Name:2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam
CAS No.:90987-14-7
Molecular Formula:C₂₅H₂₄ClN₃O₉S
Molecular Weight:577.999
Hs Code.:

Synonyms:2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

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Chemical Property of 2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

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Technology Process of 2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

There total 7 articles about 2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam 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:

: 122-04-3
4-nitro-benzoyl chloride

: 90987-14-7
2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / pyridine / tetrahydrofuran; benzene / 15 h / 0 deg C -> room temnperature

2: 54 percent / 90percent m-chloroperbenzoic acis / CH₂Cl₂ / 1 h / 0 °C

3: 83 percent / toluene / 2 h / Heating

4: 0.048 g / AgOAc / CH₂Cl₂ / 4 h / Ambient temperature; cyclisation reaction with Br₂; cyclisation reaction of azetidinone disulphides with Br₂ in CH₂Cl₂ and CHCH₂CO₂H-AgOAC in CH₂Cl₂; interconversion reactions of penam and cepham derivatives obtained, effect of subtituents nature

With pyridine; silver(I) acetate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1039/P19840000413

Reference yield:

: 1043-94-3
3α-hydroxymethyl-2,2-dimethyl-6β-phenoxyacetamidopenam

: 90987-14-7
2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / pyridine / tetrahydrofuran; benzene / 15 h / 0 deg C -> room temnperature

2: 54 percent / 90percent m-chloroperbenzoic acis / CH₂Cl₂ / 1 h / 0 °C

3: 83 percent / toluene / 2 h / Heating

4: 0.048 g / AgOAc / CH₂Cl₂ / 4 h / Ambient temperature; cyclisation reaction with Br₂; cyclisation reaction of azetidinone disulphides with Br₂ in CH₂Cl₂ and CHCH₂CO₂H-AgOAC in CH₂Cl₂; interconversion reactions of penam and cepham derivatives obtained, effect of subtituents nature

With pyridine; silver(I) acetate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1039/P19840000413

Reference yield:

: 5776-62-5
O-ethyl-carbonic 6β-(2-phenoxy-acetylamino)-penicillanic anhydride

: 90987-14-7
2β-chloroacetoxymethyl-2α-methyl-3α-(p-nitrobenzoyloxymethyl)-6β-phenoxyacetamidopenam

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: 62 percent / pyridine / tetrahydrofuran; benzene / 15 h / 0 deg C -> room temnperature

3: 54 percent / 90percent m-chloroperbenzoic acis / CH₂Cl₂ / 1 h / 0 °C

4: 83 percent / toluene / 2 h / Heating

5: 0.048 g / AgOAc / CH₂Cl₂ / 4 h / Ambient temperature; cyclisation reaction with Br₂; cyclisation reaction of azetidinone disulphides with Br₂ in CH₂Cl₂ and CHCH₂CO₂H-AgOAC in CH₂Cl₂; interconversion reactions of penam and cepham derivatives obtained, effect of subtituents nature

With pyridine; sodium tetrahydroborate; silver(I) acetate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1039/P19840000413