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US 2015/0344421 A1Published application
Versatile and Functionalised Intermediates for the Synthesis of Vitamin D and Novel Vitamin D Derivatives
AssigneeEndotherm GmbH
InventorsBorja Lopez Perez, Rita Sigueiro Ponte, Miguel A. Maestro Saavedra, Antonio Mourino Mosquera
Life of this patent
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Abstract
Novel intermediates for the complete synthesis of vitamin D are provided that allow a great versatility of functional groups in the final vitamin derivatives. Vitamin derivatives that are epimeric in position 3 and vitamin derivatives with a wide range of functionalities in position 18, including compounds with isotopic labelling are provided.
Claims29
A compound of formula (I), its diastereoisomers or its enantiomers
- Wherein each R1 and R2 is independently selected from the group consisting of hydrogen, hydroxyl, alkoxy, aryloxy, alkylcarboxy, arylcarboxy and —OSiP1P2P3,
- R3 is hydrogen or a methylene group (═CH2),
- Each of R4 and R5 is independently selected from the group consisting of hydrogen, hydroxyl, alkoxy, aryloxy, alkylcarboxy, arylcarboxy and —OSiP1P2P3, at least one of R4 and R5 hydrogen,
- X is selected from the group consisting of hydrogen, (C1-C6) alkyl, aryl, arylalkyl, heteroalkyl and heterocycle,
- R6 is selected from the group consisting of hydrogen and alkyl,
- W is selected from the group consisting of —CO2Ra, —CONRaRb and —CN,
- A represents a single or double bond,
- each of P1, P2, P3 is independently selected from the group consisting of alkyl, aryl, arylalkyl and heterocycle,
- each of Ra and Rb is independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aryl, arylalkyl and heterocycle,
- with the proviso that if A is a single bond then one of the following conditions is true:
- a) R5 is hydrogen, or b) X is different from —CH3, —CH2CH3, —CH2OH, ethenyl and ethynyl.
8 more elements
24-28. (canceled)
Dependencies are inferred from the claim text.