3-acylamino-3-deoxyallose derivatives

Details 3-acylamino-3-deoxyallose derivatives 3-acylamino-3-deoxyallose derivatives

1988-04-01

1989-07-18

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

536 53, C07G 300, C08B 3700

Patent

active

048495123

ABSTRACT:
Derivatives of 3-acylamino-3-deoxyallose represented by the following formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 may be hydrogen atoms, or R.sup.1 and R.sup.2, and R.sup.3 and R.sup.4 may be in combination an isopropylidene group, R.sup.5 represents a hydrogen atom or alkyl group, and R.sup.6 represents a hydrogen atom or acyl group, are disclosed. One of the typical compound 3-deoxy-3-(3-tetradecanoyloxytetradecanoylamino)-1,2:5,6-di-O-isopropylide ne- .alpha.-D-allofuranose is prepared by reacting 3-tetradecanoyloxytetradecanoic acid and 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-.alpha.-D-allofuranose in the presence of N,N'-dicyclohexylcarbodiimide, as a dehydrating agent. The compound has an excellent carcinostatic activity.

REFERENCES:
patent: 4251520 (1988-02-01), Bruzzesse
Chemical Abstracts, vol. 93, No. 7, Aug. 18, 1980; Abstract No. 93:72230(t).
Chemical Abstracts, vol. 85, No. 11; Sep. 13, 1976; Abstract No. 85:78290(u).
Chemical Abstracts, vol. 83, No. 21; Nov. 21, 1975; Abstract No. 83:179459(v).
Chemical Abstracts, vol. 84, No. 19; May 10, 1976; Abstract No. 84:136020(y).

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