benzhydryl 6β-(2'-acetoxyethyl)penicillanate

Base Information

• Chemical Name: benzhydryl 6β-(2'-acetoxyethyl)penicillanate
• CAS No.: 108834-87-3
• Molecular Formula: C₂₅H₂₇NO₅S
• Molecular Weight: 453.559
• Mol file: 108834-87-3.mol

Synonyms:

Chemical Property of benzhydryl 6β-(2'-acetoxyethyl)penicillanate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzhydryl 6β-(2'-acetoxyethyl)penicillanate

There total 3 articles about benzhydryl 6β-(2'-acetoxyethyl)penicillanate 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:

6,6-dibromopenicillanic acid (24158-88-1) → benzhydryl 6β-(2'-acetoxyethyl)penicillanate (108834-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / ethyl acetate / Ambient temperature

2: 1.) n-Bu₃SnH, azobisisobutyronitrile (AIBN), 2.) n-BuSnH, azobisisobutyronitrile (AIBN) / 1.) benzene, reflux, 2.) benzene, reflux, 3 h

With n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In ethyl acetate;

DOI:10.1021/jo00392a030

Reference yield:

diazodiphenylmethane (908093-98-1) → benzhydryl 6β-(2'-acetoxyethyl)penicillanate (108834-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / ethyl acetate / Ambient temperature

2: 1.) n-Bu₃SnH, azobisisobutyronitrile (AIBN), 2.) n-BuSnH, azobisisobutyronitrile (AIBN) / 1.) benzene, reflux, 2.) benzene, reflux, 3 h

With n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In ethyl acetate;

DOI:10.1021/jo00392a030

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + diphenylmethyl 6,6-dibromopenicillanate (75527-84-3) → benzhydryl 6,6-dihydropenicillate (73968-83-9) + benzhydryl 6β-(2'-acetoxyethyl)penicillanate (108834-87-3) + benzhydryl 6α-(2'-acetoxyethyl)penicillanate (108834-84-0)

Guidance literature:

With n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) benzene, reflux, 2.) benzene, reflux, 3 h;

DOI:10.1021/jo00392a030

upstream raw materials:

vinyl acetate

diphenylmethyl 6,6-dibromopenicillanate

diazodiphenylmethane

6,6-dibromopenicillanic acid