81978-46-3

Basic information

• Product Name: (1R,2S,4S,6S,7R)-1,10,10-Trimethyl-4-(2-methyl-1-phenyl-propoxy)-3-oxa-tricyclo[5.2.1.0^2,6]decane
• CAS NO: 81978-46-3
• Molecular Weight: 328.495
• Mol File: 81978-46-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S,4S,6S,7R)-1,10,10-Trimethyl-4-(2-methyl-1-phenyl-propoxy)-3-oxa-tricyclo[5.2.1.0^2,6]decane(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,4S,6S,7R)-1,10,10-Trimethyl-4-(2-methyl-1-phenyl-propoxy)-3-oxa-tricyclo[5.2.1.0^2,6]decane(81978-46-3)
• EPA Substance Registry System: (1R,2S,4S,6S,7R)-1,10,10-Trimethyl-4-(2-methyl-1-phenyl-propoxy)-3-oxa-tricyclo[5.2.1.0^2,6]decane(81978-46-3)

Safety Data

• Hazardous Substances Data: 81978-46-3(Hazardous Substances Data)

Upstream product

• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 81925-09-9 <2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-ol 

Downstream Products

• 34857-28-8 (S)-2-methyl-1-phenylpropan-1-ol 
• 81925-10-2 <2S-(2α,3aα,4α,7α,7aα)>-2,3,3a,4,5,6,7,7a-Octahydro-2-methoxy-7,8,8-trimethyl-4,7-methanobenzofuran 
• 14898-86-3 (R)-2-methyl-1-phenylpropan-1-ol 

Relevant articles and documents

Chiral Lactols, II. Racemate Separation and Enantioselective Acetalisation with the 2,3,3a,4,5,6,7,7a-Octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl Protective Group

A simple method for the resolution of the chiral alcohols, cyanohydrins, thiols and amines rac-2a - f by the reaction with the chiral protective group 1a ( or 1b, respectively) is described.The diastereomeric derivatives 3a - f and 4a - f are separated by column chromatography or crystallisation.Subsequent methanolysis or hydrolysis, respectively, yields the enantiomers and the recovered protective group.With rac-2a - c preferential acetalisation of the (R)-enantiomers was observed.This phenomenon was investigated by modification of the protective group.Considerations on conformations of 3a point to an important role of the anomeric and exo-anomeric effect in this enantioselective reaction.