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A convenient synthesis of chiral amino acid derived 3,4-dihydro-2H-benzo[b][1,4]thiazines and antibiotic Levofloxacin

IR@CDRI: CSIR-Central Drug Research Institute, Lucknow

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Field Value
 
Creator Parai, M K
Panda, Gautam
 
Date 2010-09-09T08:54:19Z
2010-09-09T08:54:19Z
2009
 
Identifier Tetrahedron Letters, 50 ,2009 ,4703–4705
http://hdl.handle.net/123456789/597
 
Description A series of 3,4-dihydro-2H-benzo[b][1,4]thiazine derivatives 8a-g were synthesized via- a copper-catalyzed intramolecular N-aryl amination reaction on substituted 2-(2-bromophenylthio)-ethanamines which were synthesized by the nucleophilic substitution reaction of 2-bromobenzenethiol with Boc-protected amino alcohol derivatives. This strategy provides a short and efficient entry to (S)-3-methyl-1,4-benzoxazine 12, an advanced synthetic intermediate for the synthesis of Levofloxacin.
 
Format 45505 bytes
application/pdf
 
Language en
 
Subject Benzothiazine
3,4-dihydro-2H-benzo[b][1,4]thiazine
N-aryl amination reaction
2-bromobenzenethiol
(S)-3-methyl-1,4-benzoxazine 12
Levofloxacin
 
Title A convenient synthesis of chiral amino acid derived 3,4-dihydro-2H-benzo[b][1,4]thiazines and antibiotic Levofloxacin
 
Type Article