193214-03-8

Basic information

• Product Name: (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one
• Synonyms: (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one
• CAS NO: 193214-03-8
• Molecular Weight: 368.346
• Mol File: 193214-03-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one(193214-03-8)
• EPA Substance Registry System: (1S,5S,8S,9R)-9-(4-Nitro-phenyl)-5-phenyl-3,10,11-trioxa-6-aza-tricyclo[6.2.1.0^1,6]undecan-7-one(193214-03-8)

Safety Data

• Hazardous Substances Data: 193214-03-8(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 193214-06-1 (S)-4-[(2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionyl]-5-phenyl-morpholin-3-one 
• 193214-07-2 (2S,3R)-3-(4-cyanophenyl)-2,3-dihydroxypropanoic acid 
• 142917-83-7 (2S,3R)-2,3-Dihydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester 

Relevant articles and documents

Highly selective chirally templated isomunchnone cycloadditions of achiral aldehydes: Synthesis of an enantiopure α,β-Dihydroxyacid

Additions of p-nitro- and p-methoxybenzaldehyde to isomunchnone derivatives of (5S)-phenyloxazin-3-one and -2,3-dione led to corresponding adducts (3,4,6) with excellent diastereofacial and exo-selectivity. Hydrolysis and subsequent cleavage of adduct 3 permitted recovery of the original template and furnished dihydroxyacid 9 that was transformed into the known ethyl ester 10. Comparison of its optical rotation with the literature value confirmed its high optical purity.