301150-85-6

Basic information

• Product Name: benzhydryl 7-[(Z)-bromomethylidene]cephalosporanate
• Synonyms: benzhydryl 7-[(Z)-bromomethylidene]cephalosporanate
• CAS NO: 301150-85-6
• Molecular Weight: 514.397
• Mol File: 301150-85-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzhydryl 7-[(Z)-bromomethylidene]cephalosporanate(CAS DataBase Reference)
• NIST Chemistry Reference: benzhydryl 7-[(Z)-bromomethylidene]cephalosporanate(301150-85-6)
• EPA Substance Registry System: benzhydryl 7-[(Z)-bromomethylidene]cephalosporanate(301150-85-6)

Safety Data

• Hazardous Substances Data: 301150-85-6(Hazardous Substances Data)

Upstream product

• 27266-61-1 benzhydryl 7-aminocephalocporonate 
• 59128-53-9 benzhydryl 7-oxocephalosporanate 
• 162252-93-9 benzhydryl 7-(dibromomethylene)cephalosporanate 

Downstream Products

• 162253-07-8 (R)-3-Acetoxymethyl-5,5,8-trioxo-7-[1-pyridin-2-yl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 
• 162253-06-7 (R)-3-Acetoxymethyl-5,5,8-trioxo-7-[1-phenyl-meth-(Z)-ylidene]-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester 

Relevant articles and documents

Catalytic approaches to the synthesis of β-lactamase inhibitors

Catalytic couplings were utilized to stereospecifically synthesize several 7E- and 7Z-alkylidenecephalosporins. Members of this class are known inhibitors of β-lactamase. Zinc/NH4Cl reduction of dibromide 14 stereospecifically produced E-monobromide, 15. In contrast, treatment of 14 with isopropylmagnesium bromide, followed by mild acid, stereospecifically produced Z-monobromide 27. These reactions involve stable, intermediate α-(metalloalkylidene)-β-lactams. Monobromides 15 and 27 were stereospecifically coupled to organostannanes, or were converted to the corresponding organostannanes, 22 and 32, which coupled with organohalides. (C) 2000 Elsevier Science Ltd.