Selected removal of trityl groups from trispa

Details Selected removal of trityl groups from trispa Selected removal of trityl groups from trispa

1987-09-17

1990-04-24

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

536125, 536122, 536 184, 536 185, C07H 100, C07H 502, C07H 1302

Patent

active

049202073

ABSTRACT:
2,3,4,3',4'-penta-O-acetyl sucrose (4-PAS), a key intermediate in the preparation of sucralose, is prepared by the selective removal of trityl groups from 6,1', 6'-tri-O-trityl-penta-O-acetyl sucrose (TRISPA) in which a catalytic amount of an aralkyl chloride or hydrogen chloride is added to a solution of TRISPA is an inert organic solvent is hydrogenated in the presence of a hydrogenolysis catalyst such a platinum or palladium.

REFERENCES:
patent: 4362869 (1982-12-01), Jenner et al.
patent: 4801700 (1989-01-01), Tully et al.
Rao, Vanga S. and Arthur S. Perlin (1980), "Removal of O-benzyl Protecting-groups or Carbohydrate Derivatives by Catalytic; Transfer Hydrogenation", Carbo. Res. 83:175-7.
R. L. Augustine, Catalytic Hydrogenation , Marcel Dekker, New York, 1965, 125, 135-137.
W. H. Hartung and R. Simonoff Organic Reactions, 7, 263 (1953).
McKeown et al., Canadian Journal of Chemistry, 35, 28-36, 1957.

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