Biphenicillin

Base Information

• Chemical Name: Biphenicillin
• CAS No.: 304-43-8
• Molecular Formula: C21H20 N2 O4 S
• Molecular Weight: 396.467
• European Community (EC) Number: 206-154-7
• DSSTox Substance ID: DTXSID50184480
• Nikkaji Number: J66.405G
• Wikidata: Q76010194
• Mol file: 304-43-8.mol

Synonyms:Biphenicillin;Diphenicillin;Ancillin;2-Biphenylpenicillin;304-43-8;EINECS 206-154-7;SKF 12141;BRN 0965361;(2S-(2alpha,5alpha,6beta))-6-((1,1'-Biphenyl)-2-ylformamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid;4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((1,1'-biphenyl)-2-ylcarbonyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2-alpha,5-alpha,6-beta))-;DTXSID50184480;LS-149739

Chemical Property of Biphenicillin

Chemical Property:

• Refractive Index: 1.6930 (estimate)
• Boiling Point: 694.6°Cat760mmHg
• Flash Point: 373.9°C
• PSA: 115.50000
• Density: 1.42g/cm³
• LogP: 3.11160
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 396.11437830
• Heavy Atom Count: 28
• Complexity: 661

Purity/Quality:

99% ^*data from raw suppliers

BIPHENICILLIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)NC(=O)C3=CC=CC=C3C4=CC=CC=C4)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3=CC=CC=C3C4=CC=CC=C4)C(=O)O)C

Technology Process of Biphenicillin

There total 2 articles about Biphenicillin 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:

→ (2S-(2α,5α,6β))-6-[(1,1'-biphenyl)-2-ylformamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (304-43-8)

Guidance literature:

Benzylpenicillin-K-Salz, PCl3, PCl5, 2-Biphenylylcarbonylchlorid;

Reference yield:

6-Aminopenicillanic Acid (551-16-6) + 2-Biphenylcarboxylic acid (947-84-2) → 6β-(biphenyl-2-carbonylamino)-penicillanic acid (304-43-8)

Guidance literature:

Multistep reaction; (i) SOCl₂, (ii) /BRN= 15080/, aq. NaHCO₃, acetone;

DOI:10.1021/jm00333a001

Reference yield:

chloroformic acid ethyl ester (541-41-3) + 6β-(biphenyl-2-carbonylamino)-penicillanic acid (304-43-8) → C24H24N2O6S

Guidance literature:

With 1-ethyl-piperidine; In dichloromethane; at -10 ℃;

DOI:10.1021/jm00073a011

upstream raw materials:

6-Aminopenicillanic Acid

2-Biphenylcarboxylic acid

Refernces