181772-92-9

Basic information

• Product Name: (R)-5-{(R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-carboxy-propyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• Synonyms: (R)-5-{(R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-carboxy-propyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS NO: 181772-92-9
• Molecular Weight: 496.647
• Mol File: 181772-92-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-5-{(R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-carboxy-propyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-{(R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-carboxy-propyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(181772-92-9)
• EPA Substance Registry System: (R)-5-{(R)-2-[Benzyl-((R)-1-phenyl-ethyl)-amino]-3-carboxy-propyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester(181772-92-9)

Safety Data

• Hazardous Substances Data: 181772-92-9(Hazardous Substances Data)

Upstream product

• 181772-66-7 3''-pentyl (R,E)-4-[2,2-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]but-2-enoate 
• 181772-56-5 ethyl (R)-[2',2'-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]ethanoate 
• 181772-61-2 (R)-2-[2',2'-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]ethanal 
• 181772-82-7 (R)-2-[2',2'-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]ethanol 
• 181772-51-0 ethyl (3R)-4-(tert-butyloxycarbonyl)amino-3-hydroxybutanoate 
• 181772-74-7 3''-pentyl (R,R,R)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4-[2',2';-dimethyl-N(3')-tert-butoxycarbonyl-1',3'-oxazolidin-5'-yl]butanoate 

Downstream Products

• 181772-78-1 benzyl (R,R,R)-N(1')-methyl-N(2')-(3'-[N-benzyl-N-(α-methylbenzyl)amino]-4''-[2''',2'''-dimethyl-N(3''')-tert-butoxycarbonyl-1''',3'''-oxazolidin-5'''-yl]butanoyl)hydrazinylethanoate 
• 33404-78-3 negamycin 

Relevant articles and documents

Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition

The chemo- and enantioselective reduction of ethyl 4-chloroacetoacetate and the diastereoselective conjugate addition of enantiopure lithium N-benzyl-N-(α-methylbenzyl)amide to an α,β-unsaturated ester have been used as the key steps in the total asymmetric syntheses of (+)-negamycin (in 13 steps and 24% overall yield), (+)-3-epi-negamycin (in 13 steps and 10% overall yield) and sperabillin C (in 17 steps and 13% overall yield) from commercially available starting materials.