Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1997-10-30
1999-12-07
Lee, Howard C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 186, 536120, 552 1, 552 8, 570182, C07H 100, C07C24716
Patent
active
05998595&
ABSTRACT:
Azidohalogenobenzyl derivatives of the formula (I) ##STR1## wherein A is a halogen atom, B is a halogen atom or a hydrogen atom, and X is a group reactive with a hydroxy group, methods of protecting hydroxy group(s) using said derivatives, and sugar compounds wherein a hydrogen atom of at least one hydroxy group is substituted by an azidohalogenobenzyl group. According to the present invention, there are provided novel derivatives capable of introducing a group into a compound having hydroxy group(s), which group is useful as a stable hydroxy-protecting group even in solid phase synthesis for the purpose of the extension of sugar chain under continuous acidic conditions and of being removed under mild conditions; sugar compounds protected by using said derivatives; and methods of protecting hydroxy group(s) using said derivatives.
REFERENCES:
Wadzinsky et al. J. Biol. Chem., vol. 262(36): 17683-17689, (1987). Abstracts only.
Golinsky et al. Eicosanoids, vol. 5(2): 87-97, (1992). Abstracts only.
Michalak et al. J. Phys. Chem., vol. 100(33): 14028-14036, (1996). Abstracts only.
Egusa et al. Synlett, vol. 6, pp. 675-676, (1997). Abstracts only.
Fukase et al., "Application of 4-Azidobenzyl Group to Protection of Hydroxyl Functions", Tetrahedron Letters, 32, No. 29, 3557-3558, 1991.
Fukase Koichi
Kusumoto Shoichi
Lee Howard C.
Wako Pure Chemical Industries Ltd.
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