1256556-37-2

Basic information

• Product Name: (1S,3R,S)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine
• Synonyms: (1S,3R,S)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine
• CAS NO: 1256556-37-2
• Molecular Weight: 435.609
• Mol File: 1256556-37-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,3R,S)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R,S)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine(1256556-37-2)
• EPA Substance Registry System: (1S,3R,S)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine(1256556-37-2)

Safety Data

• Hazardous Substances Data: 1256556-37-2(Hazardous Substances Data)

Upstream product

• 219897-38-8 (S)-(+)-1-(amino(phenyl)methyl)naphthalen-2-ol 
• 80-54-6 lilial 
• 1256556-33-8 (1S,3R,SR)-3-(1-(4-tert-butylphenyl)propan-2-yl)-1-phenyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine 

Downstream Products

• 80-54-6 p-tert-butyl-α-methylhydrocinnamic aldehyde 

Relevant articles and documents

Acid promoted CIDT for the deracemization of dihydrocinnamic aldehydes with Betti's base

Racemic α-epimerizable and unfunctionalized aldehydes have been converted into enantiomerically enriched mixtures through a sequence of (i) a conversion into the diastereoisomeric 3-substituted 1-phenyl-2,3-dihydro-1H- naphtho[1,2-e][1,3]oxazines by reaction with the (R)- or (S)-1-(α- aminobenzyl)-2-naphthol (Betti's base), (ii) an acid promoted crystallization-induced diastereoisomer transformation (CIDT), and (iii) a clean cleavage of the dihydro-1,3-naphthoxazinic ring of the enriched diastereoisomer, easily collected by filtration, allowing the recovery of the enantiomerically enriched aldehydes and the chiral auxiliary.