Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Reexamination Certificate
2010-01-11
2010-11-09
Witherspoon, Sikarl A (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
Reexamination Certificate
active
07829746
ABSTRACT:
A process for the preparation of calcipotriol at least including: (a) reacting a C-22 phenylsulfonyl derivative of cholecalciferol of Formula 2, wherein R1and R2are the same or different and represent hydroxyl protecting groups, with a silyl derivative of alfa-hydroxy aldehyde of Formula 3, wherein R3represents silyl group of formula Si(R4)(R5)(R6), where R4-R6are the same or different and represent C1-6alkyl or phenyl groups, in the presence of a strong organic base in an aprotic solvent, followed by reductive desulfonation of the obtained diastereomeric mixture of alfa-hydroxysulfones with sodium amalgam, removal of the hydroxyl protecting groups, and purification of the product. The process leads to the formation of calcipotriol containing less than 0.3% of the (22Z)-isomer. The obtained calcipotriol is free of mercury traces.
REFERENCES:
patent: 2005/0119241 (2005-06-01), Kutner et al.
patent: WO99/36400 (1999-07-01), None
patent: 03/087048 (2003-10-01), None
Publisher: Wydawnictwo Czasopism i Ksiazek Technicznych SIGMA-NOT Sp. z o.o., Autor: Michal Chodynski et al., Title: Modification of a new for method manufacturing calcipotriol, pp. 760-763, Date of publication: Aug. 2007, Place of publication: Warszawa, Poland.
Chodynski Michal
Fitak Hanna
Kutner Andrzej
Leszczynska Kinga
Szelejewski Wieslaw
Instytut Farmaceutyczny
Matthias Scholl, PC
Scholl Matthias
Witherspoon Sikarl A
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