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US 12,351,551 B2Granted
Method for producing maxacalcitol, and intermediate therefor
AssigneeYonsung Fine Chemical Co., Ltd.
InventorsSeung Woo Kim, Se Gyo Jung, In A Jung, Hyunik Shin
Life of this patent
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Abstract
A new and improved method for preparing maxacalcitol and an intermediate therefor is provided. The method is an efficient and cost-effective process for preparing maxacalcitol and an intermediate therefor.
Claims10
A process for preparing a compound of the following formula (5), which comprises the steps of:
- (i) subjecting a compound of the following formula (2) to ozonolysis and reduction to obtain a compound of the following formula (3);
- (ii) subjecting the compound of the following formula (3) to Baeyer-Villiger oxidation to obtain a compound of the following formula (4);
- and
- (iii) subjecting the compound of the following formula (4) to Horner-Wadsworth-Emmons reaction with a compound of the following formula (6) to provide the compound of the following formula (5):
- wherein
- TBS is t-butyldimethylsilyl, and
- Ph is phenyl.
4 more elements
A compound of the following formula (5):
- wherein
- TBS is t-butyldimethylsilyl.
A process for preparing maxacalcitol of the following formula (1), which comprises the steps of:
- (iv) subjecting a formate group of a compound of the following formula (5) to hydrolysis to obtain a compound of the following formula (7);
- (v) subjecting the compound of the following formula (7) to nucleophilic substitution with a compound of the following formula (8) to obtain a compound of the following formula (9);
- (vi) subjecting an epoxide group of the compound of the following formula (9) to ring-opening reduction to obtain a compound of the following formula (10);
- and
- (vii) deprotecting a t-butyldimethylsilyl protecting group of the compound of the following formula (10) to provide the compound of the following formula (1):
- wherein,
- TBS is t-butyldimethylsilyl.
4 more elements
Dependencies are inferred from the claim text.