Asymmetric synthesis of benzoxazinones

Details Asymmetric synthesis of benzoxazinones Asymmetric synthesis of benzoxazinones

1998-04-06

1999-07-20

Burn, Brian M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564402, C07C20918

Patent

active

059257890

ABSTRACT:
The present invention provides novel methods for the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1- benzoxazin-2-one of formula (VI-i) ##STR1## which is useful as a human immunodeficiency virus (HIV) reverse transcriptase inhibitor.

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Young et al., Antimicrobial Agents & Chemotherapy, 1995, 39, No. 12, pp. 2602-2605.
Thompson et al., Tetrahedron Letters, 1995, 36, No. 49, pp. 8937-3940.
Takai, H. et al. Chem. Pharm. Bull., 1985, 33, (3), pp. 129-1139, "Spiropiperidines. I. Synthesis of 1'-Substituted Evaluation of Their Antihypertensive Activity".

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