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US 2013/0211145 A1Published application
Protected Aldehydes For Use As Intermediates In Chemical Syntheses, And Processes For Their Preparation
AssigneeAlphora Research Inc.
InventorsGraham Mcgowan, Boris Gorin, Bruce Goodbrand, Elena Bejan
Life of this patent
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Abstract
A para-methoxy protected benzaldehyde useful in preparation of treprostinil, and of formula: (Formula (1)) is prepared by subjecting to Claisen re-arrangement a substituted benzaldehyde of formula (1a): (Formula (Ia)) to form the m-hydroxy-substituted benzaldehyde of formula (1b): (Formula (Ib)) and then reacting compound (1b) with a p-methoxybenzyl (PMB) compound to form a PMB-substituted benzaldehyde of formula (1).
Claims7
A process of preparation of PMB-protected aldehyde 1, of formula:
- which comprises:
- (a) subjecting to Claisen re-arrangement a substituted benzaldehyde of formula (Ia):
- to form the m-hydroxy-substituted benzaldehyde of formula (Ib);
- and,
- (b) reacting compound (Ib) with a p-methoxybenzyl halide compound to form a PMB-substituted benzaldehyde of formula 1
2 more elements
A compound of formula 1:
- where PMB represents p-methoxybenzyl protecting group.
Dependencies are inferred from the claim text.