28180-91-8

Basic information

• Product Name: (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
• Synonyms: (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester
• CAS NO: 28180-91-8
• Molecular Weight: 478.784
• Mol File: 28180-91-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester(28180-91-8)
• EPA Substance Registry System: (6R)-7t-((R)-2-amino-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester(28180-91-8)

Safety Data

• Hazardous Substances Data: 28180-91-8(Hazardous Substances Data)

Upstream product

• 38015-90-6 2,2,2-trichloroethyl (1S,3S,5R,6R,2'R)-6-(2'-azido-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide 
• 38015-83-7 2,2,2-trichloroethyl (1S,3S,5R,6R,2'S)-6-(2'-bromo-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide 
• 39879-59-9 2,2,2-trichloroethyl (1S,3S,5R,6R)-6-phenylacetamido-2,2-dimethylpenam-3-carboxylate, 1-oxide 
• 38015-94-0 2,2,2-trichloroethyl (6R,7R,2'R)-7-(2'-azido-2'-phenylacetamido)-3-methylceph-3-em-4-carboxylate 

Downstream Products

• 15686-71-2 cefalexin 
• 52760-00-6 (R)-2-((2R)-3,6-dioxo-5t-phenyl-piperazin-2r-yl)-5-methyl-3,6-dihydro-2H-[1,3]thiazine-4-carboxylic acid 2,2,2-trichloro-ethyl ester 

Relevant articles and documents

Synthesis of functionalized penicillins and cephalosporins by photo-initiated bromination. A novel route to ampicillin and cephalexin from penicillin G

Potoinitiated bromination of the 1S-oxide ester 9, available in two stages from penicillin G6, gave the diastereometic bromides 10a and 10b. Both isomers have been utilized in further transformations to give the established antibiotics ampicillin 7 and cephalexin 8.