diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate

Base Information

• Chemical Name: diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate
• CAS No.: 86823-93-0
• Molecular Formula: C₂₅H₁₈N₂O₅
• Molecular Weight: 426.428

Synonyms:diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate

Chemical Property of diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate

Chemical Property:

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Technology Process of diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate

There total 3 articles about diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate 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:

epi-Secopenicillin (67977-61-1,68107-98-2) → diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate (86823-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

2: 1) O₃; 2) (CH₃)2S / 1) CH₂Cl₂, -70 deg C

With dimethylsulfide; ozone; triethylamine; In dichloromethane;

Reference yield:

(1R,5S)-3-phenyl-6-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene (68057-04-5) → diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate (86823-93-0)

Guidance literature:

With dimethylsulfide; ozone; Yield given. Multistep reaction; 1) CH₂Cl₂, -70 deg C;

Reference yield:

→ diphenylmethyl 2-[(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-en-6-yl]-2-oxo acetate (86823-93-0)

Guidance literature:

upstream raw materials:

(1R,5S)-3-phenyl-6-(1-diphenylmethoxycarbonyl-2-methylprop-1-enyl)-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene

epi-Secopenicillin

Downstream raw materials:

(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene

Oxo-((1R,5S)-7-oxo-3-phenyl-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-acetic acid

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