Clean, high-yield preparation of S,S and R,S amino acid isosteres
US8163933B2 · kind B2 · utility
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2Claims
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Key dates
| Filing date | Dec 14, 2007 |
| Grant date | Apr 24, 2012 |
| Priority date | — |
| Expiry date | Dec 25, 2028 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07B2200/09
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The present invention provides compounds and methods that can be used to convert the intermediate halomethyl ketones (HMKs), e.g., chloromethyl ketones, to the corresponding S,S- and R,S-diastereomers. More particularly, the present invention provides: (1) reduction methods; (2) inversion methods; and (3) methods involving the epoxidation of alkenes. Using the various methods of the present invention, the R,S-epoxide and the intermediary compounds can be prepared reliably, in high yields and in high purity.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.