126003-96-1

Basic information

• Product Name: (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol
• Synonyms: (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol
• CAS NO: 126003-96-1
• Molecular Weight: 257.376
• Mol File: 126003-96-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol(126003-96-1)
• EPA Substance Registry System: (1S,2S,5S)-3-(benzylimino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol(126003-96-1)

Safety Data

• Hazardous Substances Data: 126003-96-1(Hazardous Substances Data)

Upstream product

• 7785-70-8 (+)-α-pinene 
• 1845-25-6 (1S,2S,5S)-(-)-2-hydroxypinan-3-one 
• 100-46-9 benzylamine 

Downstream Products

• 2627-86-3 (S)-1-phenyl-ethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 3082-58-4 (S)-1,2-diphenylethyl amine 
• 23459-35-0 R-α-cyclohexylbenzylamine 
• 32908-36-4 (S)-cylohexyl(phenyl)methanamine 
• 109430-87-7 (S)-(+)-2-(3-methoxyphenyl)-1-phenylethylamine 
• 34645-25-5 (R)-(-)-1,2-diphenylethylamine 
• 20989-17-7 (2S)-2-phenylglycinol 
• 1289376-22-2 (1S,2S,3S,5S)-3-(benzylamino)-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol 
• 126004-00-0 (1S,2S,5S)-3-[(E)-(R)-Cyclohexyl-phenyl-methylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 126003-99-4 (1S,2S,5S)-3-[(E)-(R)-1,2-Diphenyl-ethylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 126003-98-3 (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-1-phenyl-ethylimino]-bicyclo[3.1.1]heptan-2-ol 
• 126003-99-4 (1R,2R,5R)-3-[(E)-(S)-1,2-Diphenyl-ethylimino]-2,6,6-trimethyl-bicyclo[3.1.1]heptan-2-ol 
• 126003-98-3 (1R,2R,5R)-3-[(1S)-α-methylbenzylimino]-2,6,6-trimethylbicyclo[3.1.1]heptan-2-ol 

Relevant articles and documents

Chiral imines and amines based on 2-hydroxypinan-3-one

The new chiral derivatives of benzylamine and 2α-hydroxypinan-3-one (1R,2R,5R)-3-[(1S)-α-methylbenzylamino]-2,6,6-trimethylbicyclo[3.1.1] heptan-2-ol (2), (1S,2S,3S,5S)-3-(benzylamino)-2,6,6-trimethylbicyclo[3.1.1] heptan-2-ol (3), and (1R,2R,3R,5R)-3-[(1S)-α-methylbenzylamino]-2,6,6- trimethylbicyclo[3.1.1]heptan-2-ol (4) were synthesized and characterized. It was shown that reduction of the benzylimines by sodium triacetoxyborohydride formed stereoselectively 3β-substituted pinanamines.

ASYMMETRIC SYNTHESIS IX: STEREOCONTROLLED SYNTHESIS OF (R)-OR-(S)-2-AMINO-2-PHENYLETHANOL VIA CHIRAL PINANONE KETIMINE TEMPLATE

The asymmetric synthesis of both (R)-and (S)-2-amino-phenylethanols in optical purity >97percent has been achieved by the carbonyl addition of the pinanone ketimine of benzylamine to paraformaldehyde.