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US 2011/0034705 A1Published application
Process For the Synthesis of 3- Amino-3-Cyclobuthylmethyl-2-Hydroxypropionamide or Salts Thereof
AssigneeSchering-Plough Corporation
InventorsShuan Dong, Jeonghan Park, Eugene John Vater
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Abstract
A process for preparing 3-amino-3-cyclobutylmethyl-2-hydroxypropionamide of the Formula I: or a salt thereof involves providing a compound of the Formula VI described herein in a solution comprising predominately dimethylsulfoxide (DMSO) and converting this compound directly to the compound of the Formula VIII described herein without working up or isolating the intermediate compound of the Formula VII described herein.
Claims18
A process for preparing 3-amino-3-cyclobutylmethyl-2-hydroxypropionamide of the Formula I:
- said process comprising:
- (i) reacting acetone cyanohydrin with a solution comprising a compound of Formula VI,
- and a solvent which is substantially dimethyl sulfoxide (DMSO), thereby forming a compound of Formula VII,
- wherein, “P” is an acid-labile protecting group;
- (ii) reacting the reaction mixture obtained from Step “i” with peroxide, thereby forming in situ a compound of Formula VIII,
- and
- (iii) reacting the reaction mixture obtained in Step (ii) with an acid, thereby deprotecting the compound of Formula VIII and yielding the compound of the Formula I.
4 more elements
Dependencies are inferred from the claim text.