Process for making HIV protease inhibitors

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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548217, 546146, 546173, 546176, 546252, 546270, 546337, 544349, 544360, 544364, 544368, 544390, C07F 902, C07D40702

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active

054630673

ABSTRACT:
Intermediates of structural formula ##STR1## can be made by reacting glycidol or an activated derivative thereof with an amide. The process and intermediates are useful for synthesizing HIV protease inhibitor compounds.

REFERENCES:
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J. Chem. Soc., Chem. Commun., Asymmetric . . . Hypoglycin A., Baldwin et al., 1992, 1249-1251.
Chemical Reviews, vol. 91, No. 4, The Synthetic . . . Alcohols., 437-475, Hanson et al., 1991.
Organic Chemistry, 2nd ed., John McMurry, Conversion of Alcohols into Tosylates, pp. 600-601, 1988.
Advanced Organic Chemistry, 2nd ed., Jerry March, The Effect of the Leaving Group, pp. 325-327, 1978.
Dorsy, et al., "A Concise and Enantioselective Synthesis of Novel HIV-1 Protease Transition State Mimics", Tet. Lett., vol. 34, No. 12, pp. 1851-1854 (1993).

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