Lipases catalyzed enantioselective hydrolysis of (R,S)-methyl 1,4-benzodioxan-2-carboxylate intermediate for (S)-doxazosin mesylate

World Journal of Microbiology and Biotechnology

Volumn 24, Issue 4, 2008, Pages 577-579

  Varma, Rita ^a   Kasture, Sangita M ^a   Nene, Sanjay ^a   Kalkote, Uttam R ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

1,4 Benzodioxan 2 carboxylate; 1,4 Benzodioxan 2 carboxylic acid; Doxazosin; Enantioselectivity; Lipases

Indexed keywords

BACTERIA; CATALYST ACTIVITY; ENANTIOSELECTIVITY; HYDROLYSIS; LIPASES;

1,4-BENZODIOXAN-2-CARBOXYLATE; 1,4-BENZODIOXAN-2-CARBOXYLIC ACID;

CARBOXYLIC ACIDS;

ALCALIGENES; ALCALIGENES SP.; BACTERIA (MICROORGANISMS);

EID: 41049109379     PISSN: 09593993     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11274-007-9504-6     Document Type: Article

References (8)

1. Althuis TH, Hess HJ (1977) Synthesis and identification of the major metabolites of prazosin formed in dogs and rats. J Med Chem 20:146-149
2. 1-adrenoceptor antagonist and antihypertensive agent. J Med Chem 30:49-47
3. Faber K (1995) 'Biotransformations in organic chemistry'. A textbook, 2nd edn. Springer Verlag, New York
4. Fang KQ, Grover P, Han Z, McConville FX, Rossi RF, Olsson DJ, Kessler DW, Wald SA, Senanayake CH (2001) Practical chemical and enzymatic technologies for (S)-1,4-benzodioxan-2-carboxypiperzine intermediate in the synthesis of (S)-doxazosin mesylate. Tetrahedron: Asymmetry 12:2169-2174
5. Kasture SM, Varma RJ, Kalkote UR, Nene S, Kulkarni BD (2005) Novel enzymatic route for kinetic resolution of (±) 1,4-benzodioxan-2- carboxylic acid. Biochem Eng J 27:66-77
6. Kumarswamy G, Das AK, Jena N (2003) A reliable multigram synthesis of (±) doxazosin. Org Syn Procd Int 35:603-608
7. Manoury PM, Binet JL, Dumas AP, Lefevre-Borg F, Cavero IJ (1986) Synthesis and antihypertensive activity of a series of 4-amino-6,7- dimethyoxyquinazoline derivatives. Med Chem 29:19-25
8. Wong CH, Whitesides GM (1994) Enzymes in synthetic organic chemistry. In: Baldwin JE (ed) Tetrahedron organic chemistry series vol 12. Pergamon Press, New York