1441005-92-0

Basic information

• Product Name: (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate
• Synonyms: (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate
• CAS NO: 1441005-92-0
• Molecular Weight: 311.381
• Mol File: 1441005-92-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate(1441005-92-0)
• EPA Substance Registry System: (R)-tert-butyl 3-phenyl-3,4-dihydro-2H-1,4-benzoxazine-4-carboxylate(1441005-92-0)

Safety Data

• Hazardous Substances Data: 1441005-92-0(Hazardous Substances Data)

Upstream product

• 1441005-60-2 C₁₉H₂₂BrNO₃ 
• 95-56-7 2-hydroxybromobenzene 
• 1209467-60-6 (4R)-1,2,3-oxathiazolidine-3-carboxylic acid, 4-phenyl 1,1-dimethylethyl ester-2,2-dioxide 
• 70310-30-4 3,4-dihydro-3-phenyl-2H-1,4-benzoxazine 
• 19409-26-8 3-phenyl-2H-1,4-benzoxazine 
• 70-11-1 α-bromoacetophenone 
• 95-55-6 2-amino-phenol 
• 541-41-3 chloroformic acid ethyl ester 

Relevant articles and documents

Kinetic Resolution by Lithiation: Highly Enantioselective Synthesis of Substituted Dihydrobenzoxazines and Tetrahydroquinoxalines

Kinetic resolution provided a highly enantioselective method to access a range of 3-aryl-3,4-dihydro-2H-1,4-benzoxazines using n-butyllithium and the chiral ligand sparteine. The enantioenrichment remained high on removing the tert-butoxycarbonyl (Boc) protecting group. The intermediate organolithium undergoes ring opening to an enamine. The kinetic resolution was extended to give enantiomerically enriched substituted 1,2,3,4-tetrahydroquinoxalines and was applied to the synthesis of an analogue of the antibiotic levofloxacin that was screened for its activity against the human pathogen Streptococcus pneumoniae.