Method for preparing a benzaldehyde intermediate
AssigneeBristol-Myers Squibb Company
InventorsSharon D. Real, David R. Kronenthal
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Abstract
A method is provided for preparing a chiral benzaldehyde of the structure ##STR1## by acylating an anhydride of the structure ##STR2## with a chiral oxazolidine of the structure ##STR3## where Q is MgHal or Li, and X, Y and Z are as described herein, to form a keto acid which is reduced and cyclized. The resulting benzaldehyde may be used in making the final anti-thrombotic - anti-vasospastic compounds. Novel intermediates are also provided.
Claims3
A method for preparing an aldehyde intermediate of the structure ##STR37## which comprises, reacting an anhydride of the structure ##STR38## with an oxazolidine of the structure ##STR39## wherein Q is Li or MgHal, X is lower alkyl or aralkyl,
- Y is lower alkyl, aryl or aralkyl, and
- Z is aryl or H,
- to form a keto acid salt of the structure ##STR40## reacting the keto acid salt with a hydride reducing agent and then with a strong acid to form the aldehyde intermediate.
Dependencies are inferred from the claim text.