(6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
• CAS No.: 61270-71-1
• Molecular Formula: C10H12N6O6S3
• Molecular Weight: 408.44
• European Community (EC) Number: 262-682-8
• UNII: GWX2BS8Y4O
• DSSTox Substance ID: DTXSID20210169
• Nikkaji Number: J268.427F
• Wikidata: Q72440272
• Mol file: 61270-71-1.mol

Synonyms:61270-71-1;GWX2BS8Y4O;EINECS 262-682-8;UNII-GWX2BS8Y4O;(6R,7R)-7-amino-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;DES(2-hydroxy-2-phenyl-acetyl)cefonicid;(6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid;(6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R-trans)-7-amino-8-oxo-3-[[[1-(sulphomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;SCHEMBL9194115;DTXSID20210169;C10H12N6O6S3;C10-H12-N6-O6-S3;(6R,6beta)-7alpha-Amino-8-oxo-3-[[[1-(sulfomethyl)-1H-tetrazol-5-yl]thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7-AMINO-8-OXO-3-(((1-(SULFOMETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID;(6R-TRANS)-7-AMINO-8-OXO-3-(((1-(SULFOMETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID;5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-AMINO-8-OXO-3-(((1-(SULFOMETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-, (6R,7R)-

Chemical Property of (6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

Chemical Property:

• Refractive Index: 1.987
• PSA: 240.58000
• Density: 2.28 g/cm³
• LogP: -0.08940
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 407.99804564
• Heavy Atom Count: 25
• Complexity: 723

Purity/Quality:

97% ^*data from raw suppliers

(6r-TranS)-7-amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)N)C(=O)O)CSC3=NN=NN3CS(=O)(=O)O
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)CSC3=NN=NN3CS(=O)(=O)O

Technology Process of (6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

There total 1 articles about (6R-trans)-7-Amino-8-oxo-3-(((1-(sulphomethyl)-1H-tetrazol-5-yl)thio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid 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:

→ 7-amino-3-(1-sulfomethyl-1H-1,2,3,4-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (61270-71-1)

Guidance literature:

7-Formamidocephalosporansaeure, 1-Sulfomethyl-tetrazol-5-thiol;

Reference yield:

(R)-methyl mandelate (20698-91-3) + 7-amino-3-(1-sulfomethyl-1H-1,2,3,4-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (61270-71-1) → (R)-Mandelic Acid (611-71-2) + cefonicid (61270-58-4)

Guidance literature:

With immobilized penicillin G acylase from Escherichia coli; In methanol; phosphate buffer; at 4 ℃; for 4h; pH=5.5; Further Variations:; pH-values; Solvents; Product distribution; Kinetics;

DOI:10.1002/adsc.200404136

Reference yield:

(R)-methyl mandelate (20698-91-3) + 7-amino-3-(1-sulfomethyl-1H-1,2,3,4-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (61270-71-1) → cefonicid (61270-58-4)

Guidance literature:

With 3G₃K penicillin G acylase immobilized on glyoxyl agarose; at 4 ℃; pH=6.5; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/ejoc.200801204

Downstream raw materials:

(R)-Mandelic Acid

cefonicid