BENZYL 6,6-DIBROMOPENICILLANATE

Base Information

• Chemical Name: BENZYL 6,6-DIBROMOPENICILLANATE
• CAS No.: 75527-84-3
• Molecular Formula: C21H19 Br2 N O3 S
• Molecular Weight: 525.261
• Mol file: 75527-84-3.mol

Synonyms:4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6,6-dibromo-3,3-dimethyl-7-oxo-, diphenylmethyl ester, (2S-cis)-;Benzhydryl 6,6-dibromopenicillanate

Chemical Property of BENZYL 6,6-DIBROMOPENICILLANATE

Chemical Property:

• Vapor Pressure: 3.38E-13mmHg at 25°C
• Refractive Index: 1.691
• Boiling Point: 574.4°C at 760 mmHg
• Flash Point: 301.2°C
• PSA: 71.91000
• Density: 1.69g/cm³
• LogP: 3.21610
• Solubility.: Dichloromethane

Purity/Quality:

99% ^*data from raw suppliers

BENZYL 6,6-DIBROMOPENICILLANATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzyl 6,6-dibromopenicillanate is an impurity in the synthesis of Tazobactam-d4 which is the labeled analog of Tazobactam (T010095), a β-Lactamase inhibitor, used with β-lactam antibiotics to enhance their effect.

Technology Process of BENZYL 6,6-DIBROMOPENICILLANATE

There total 4 articles about BENZYL 6,6-DIBROMOPENICILLANATE 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%

diazodiphenylmethane (908093-98-1) + 6,6-dibromopenicillanic acid (24158-88-1) → diphenylmethyl 6,6-dibromopenicillanate (75527-84-3)

Guidance literature:

In acetone; at 20 ℃; for 14h;

DOI:10.1016/j.bmcl.2003.12.037

Reference yield:

C8H9Br2NO4S + diazodiphenylmethane (908093-98-1) → diphenylmethyl 6,6-dibromopenicillanate (75527-84-3)

Guidance literature:

at 40 ℃; for 2h;

Reference yield:

6-aminopenicillanic acid (551-16-6,1079-37-4,3115-55-7,21794-93-4,145920-51-0) → diphenylmethyl 6,6-dibromopenicillanate (75527-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite / water; dichloromethane / 0.33 h

1.2: 2 h / 5 °C

2.1: 2 h / 40 °C

With sodium nitrite; In dichloromethane; water;

upstream raw materials:

diazodiphenylmethane

6,6-dibromopenicillanic acid

6-aminopenicillanic acid

6-Aminopenicillanic Acid

Downstream raw materials:

benzhydryl 6,6-dihydropenicillate

benzhydryl 6β-(2'-acetoxyethyl)penicillanate

benzhydryl 6α-(2'-acetoxyethyl)penicillanate

benzhydryl 6,6-diallylpenicillanate