Hydroxy-protecting reagent and method of protecting hydroxy...

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

Reexamination Certificate

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C568S592000, C568S596000, C568S604000, C568S662000

Reexamination Certificate

active

07605286

ABSTRACT:
The present invention relates to a method of protecting a hydroxyl group, which includes reacting a hydroxyl group-containing compound with a compound represented by the formula (I):wherein R is a phenyl group optionally having substituent(s), an alkyl group optionally having substituent(s) or a benzyl group optionally having substituent(s), and X is a halogen atom, in the presence of an acid catalyst to substitute the hydrogen atom of the hydroxyl group of the hydroxyl group-containing compound with a protecting group represented by the formula (II):wherein R is as defined above. The present invention provides a method capable of introducing an acetal type protecting group into a hydroxyl group under mild conditions, and a protecting reagent therefor and a method of producing the protecting reagent.

REFERENCES:
patent: 5739100 (1998-04-01), Horino et al.
patent: WO 94/01414 (1994-01-01), None
Database WPI Week 198907, Derwent Publications Ltd., AN 1989-052002, XP002426560 (JP64 003124 A, Okahara M., Jan. 6, 1989).
L.M. Beauchamp et al., “Effect of Acrylic Pyrimidines Related to 9-[(1,3-Dihydroxy-2-propoxy)methyl] guanine on Herpesviruses”, J. Med. Chem. Jan. 1988, vol. 31, No. 1, pp. 144-149 (scheme I).
X-P Gu et al., “2-(chloramethyl)-3, 4-dioxahex-1-ene. An Effective Acetonylating Reagent”, J. Org. Chem., 1987, vol. 52, No. 15, pp. 3192-3196 (scheme I).
T.W. Greene et al., “Protective Groups in Organic Synthesis Third Edition”, New York, John Wiley & Sons, Inc., 1999, ISBN 0-471-16019-9, pp. 27-29.

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