Preparation of optically active (S)-(-) and (R)-(+)-deoxyspergua

Details Preparation of optically active (S)-(-) and (R)-(+)-deoxyspergua Preparation of optically active (S)-(-) and (R)-(+)-deoxyspergua

1996-09-23

1999-02-09

Gerstl, Robert

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

Organic compounds

Carboxylic acid esters

562434, 568139, C07C27924

Patent

active

058697349

ABSTRACT:
A process for preparing optically active (S)-(-) and (R)-(+)-deoxyspergualin and salts thereof of the formula I ##STR1## by reacting a compound of formula II ##STR2## with a compound of formula III ##STR3## in the presence of a condensing/dehydrating agent and an organic or inorganic base in an organic solvent to form a compound of formula IV ##STR4## which can then be converted to the desired final product of formula I via deprotection and hydrogenolysis. The invention also comprises the compounds of the formula II, IV and VII ##STR5##

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Iwasawa et al., "Synthesis of (-)-15-Deoxyspergualin and (-)-Spergualin-15-Phosphate", Journal of Antibiotics, vol. 12, pp. 1665-1669.

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