68314-26-1

Basic information

• Product Name: diphenylmethyl 7α-benzoylamino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate
• CAS NO: 68314-26-1
• Molecular Weight: 582.64
• Mol File: 68314-26-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: diphenylmethyl 7α-benzoylamino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diphenylmethyl 7α-benzoylamino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate(68314-26-1)
• EPA Substance Registry System: diphenylmethyl 7α-benzoylamino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxa-3-cephem-4-carboxylate(68314-26-1)

Safety Data

• Hazardous Substances Data: 68314-26-1(Hazardous Substances Data)

Upstream product

• 83262-30-0 diphenylmethyl 7α-benzoylamino-3β-phenylseleno-3α-chloromethyl-1-oxacepham-4α-carboxylate 
• 83262-19-5 diphenylmethyl 7α-benzoylamino-3β-methylthio-3α-chloromethyl-1-oxacepham-4α-carboxylate 
• 67977-91-7 diphenylmethyl 7α-benzoylamino-3-methylene-1-oxacepham-4α-carboxylate 
• 83262-33-3 diphenylmethyl 7α-benzoylamino-3β-methylthio-3α-(1-methyl-1H-tetrazol-5-yl)thiomethyl-1-oxacepham-4α-carboxylate 

Relevant articles and documents

New route to 3-(substituted) methyl 1-oxa- and (1-thia)cephems from 3-exomethylene intermediates via sulfenyl chloride adducts

Addition of methane- and benzenesulfenyl chlorides to 3-exomethylene-1-oxacephams 10 and 14 gave 3β-sulfenyl-3α-chloromethyl adducts 11 and 15. Nucleophilic substitution of the adducts proceeded facilely to afford compounds 18-23, which were converted into Δ3-dervatives 26 and 27 by oxidative elimination. This new route, as illustrated by the sequence 6 → 7 → 8 → 3, has an essential advantage in using the saturated intermediated 7 and 8 with a stabler β-lactam ring which is compatible in nucleophilic substitution, alkaline ester hydrolysis and further manipulations. These synthetic features are well demonstrated by successful synthesis of 1-oxacefamandol 35 and 7β-(2-thienylacetyl-amino)-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-ceph em-4-carboxylic acid (45).