192517-62-7

Basic information

• Product Name: [(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester
• Synonyms: [(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester
• CAS NO: 192517-62-7
• Molecular Weight: 541.676
• Mol File: 192517-62-7.mol

Chemical Properties

• CAS DataBase Reference: [(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester(192517-62-7)
• EPA Substance Registry System: [(2S,3S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-oxo-3-phenylacetylamino-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester(192517-62-7)

Safety Data

• Hazardous Substances Data: 192517-62-7(Hazardous Substances Data)

Upstream product

• 104227-75-0 (3S,4S)-3-azido-4-hydroxymethyl-1-(p-nitrobenzylcarbamoylmethyl)azetidin-2-one 
• 128791-74-2 2-[(2S,3S)-3-Azido-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-azetidin-1-yl]-N-(4-nitro-benzyl)-acetamide 
• 128791-75-3 p-nitrobenzyl (2S,3S)-3-azido-2-(tert-butyldimethylsiloxymethyl)-4-oxoazetidine-1-acetate 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 128791-77-5 p-nitrobenzyl (2S,3S)-2-(imidazol-1-yl)carbonyloxymethyl-4-oxo-3-(phenylacetamido)azetidine-1-acetate 
• 128791-73-1 p-nitrobenzyl (6S,7S)-3-methoxy-8-oxo-7-phenylacetamido-4-oxa-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate 
• 128791-76-4 p-nitrobenzyl (2S,3S)-2-hydroxymethyl-4-oxo-3-(phenylacetamido)azetidine-1-acetate 

Relevant articles and documents

Enantioselective synthesis of 2-isocephem and 2-isooxacephem antibiotics

The azido lactone 8 was prepared in a highly stereoselective manner by introduction of an azide function to the lactone 6 derived from L-aspartic acid, and then was converted into (2S,3S)-3-amino-2-azido-4-hydroxybutanoic acid 4. Four-component condensation of the amino acid 4, p-nitrobenzyl isocyanide and formaldehyde or 2,2-diethoxyacetaldehyde furnished the corresponding 3,4-cis-azetidinone 16 or 26 in excellent yield. 3-Methoxy-2-isooxacephalosporin was prepared by the intramolecular acylation of imidazolide 23 derived from compound 16. 3-Unsubstituted 2-isocephem and 2-isooxacephem analogues were prepared from the azetidinone 26.