benzhydryl 6-diazopenicillanate 1β-oxide

Base Information

• Chemical Name: benzhydryl 6-diazopenicillanate 1β-oxide
• CAS No.: 100298-43-9
• Molecular Formula: C₂₁H₁₉N₃O₄S
• Molecular Weight: 409.466
• Mol file: 100298-43-9.mol

Synonyms:benzhydryl 6-diazopenicillanate 1β-oxide

Chemical Property of benzhydryl 6-diazopenicillanate 1β-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzhydryl 6-diazopenicillanate 1β-oxide

There total 1 articles about benzhydryl 6-diazopenicillanate 1β-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: 75.0%

benzhydryl 6β-(phenylacetamido)penicillanate 1β-oxide (37591-56-3) → benzhydryl 6-diazopenicillanate 1β-oxide (100298-43-9)

Guidance literature:

With sodium acetate; dinitrogen tetraoxide; In dichloromethane; at -5 - 0 ℃; for 2.5h;

DOI:10.1021/jo00356a020

Reference yield:

benzhydryl 6-diazopenicillanate 1β-oxide (100298-43-9) → (2S,4S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester (100349-41-5)

Guidance literature:

With hydrogen bromide; In ethyl acetate; at 0 ℃; for 0.5h;

DOI:10.1021/jo00356a020

Reference yield:

benzhydryl 6-diazopenicillanate 1β-oxide (100298-43-9) → (2S,4S,5R)-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester (100349-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr / ethyl acetate / 0.5 h / 0 °C

2: AcOH, Zn / ethyl acetate / 1.5 h / 10 °C

With hydrogen bromide; acetic acid; zinc; In ethyl acetate;

DOI:10.1021/jo00356a020

upstream raw materials:

benzhydryl 6β-(phenylacetamido)penicillanate 1β-oxide

Downstream raw materials:

(2S,4S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester

(2S,4S,5R)-3,3-dimethyl-4,7-dioxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylic acid benzhydryl ester

Refernces