292039-13-5

Basic information

• Product Name: (1S,5R,7R)-10,10-Dimethyl-3-((R)-1-methyl-2-phenyl-ethyl)-4-oxa-2-aza-tricyclo[5.2.1.0^1,5]dec-2-ene
• Synonyms: (1S,5R,7R)-10,10-Dimethyl-3-((R)-1-methyl-2-phenyl-ethyl)-4-oxa-2-aza-tricyclo[5.2.1.0^1,5]dec-2-ene
• CAS NO: 292039-13-5
• Molecular Weight: 283.414
• Mol File: 292039-13-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,5R,7R)-10,10-Dimethyl-3-((R)-1-methyl-2-phenyl-ethyl)-4-oxa-2-aza-tricyclo[5.2.1.0^1,5]dec-2-ene(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,5R,7R)-10,10-Dimethyl-3-((R)-1-methyl-2-phenyl-ethyl)-4-oxa-2-aza-tricyclo[5.2.1.0^1,5]dec-2-ene(292039-13-5)
• EPA Substance Registry System: (1S,5R,7R)-10,10-Dimethyl-3-((R)-1-methyl-2-phenyl-ethyl)-4-oxa-2-aza-tricyclo[5.2.1.0^1,5]dec-2-ene(292039-13-5)

Safety Data

• Hazardous Substances Data: 292039-13-5(Hazardous Substances Data)

Upstream product

• 147168-89-6 (1S,2R,4R)-1-amino-2-exo-hydroxy-7,7-dimethyl-bicyclo[2.2.1]heptane 
• 38989-02-5 (1S,4R)-1-amino-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one 
• 100-39-0 benzyl bromide 
• 292039-09-9 (1S,5R,7R)-10,10-dimethyl-3-ethyl-4-oxa-2-azatricyclo[5.2.1.0^1,5]dec-2-ene 

Downstream Products

• 1009-67-2 2-methyl-3-phenylpropanoic acid 

Relevant articles and documents

A new chiral oxazoline derived from camphor and its conversion to (R)-2-methylalkanoic acids

(1S,5R,7R)-(-)-10,10-Dimethyl-3-ethyl-4-oxa-2-azatricyclo[5.2.1.01,5]dec-2-ene 2 was prepared in 95% yield from (1S)-1-amino-2-exo-hydroxyapocamphane 1. The chiral oxazoline could be alkylated (LDA/THF/-78°C/RX, RX=ethyl, n-propyl, n-butyl iodides or benzyl bromide) to 3 in 95% yield and >95% diastereoselectivity, and the products hydrolysed to (R)-2-methylalkanoic acids 4 (43-47% yield, 93-98% e.e.). Copyright (C) 2000 Elsevier Science Ltd.