A concise synthesis of protected (2S,4R)-4-hydroxyornithine
β Scribed by Satyendra Kumar Pandey; Menaka Pandey; Pradeep Kumar
- Publisher
- Elsevier Science
- Year
- 2008
- Tongue
- French
- Weight
- 109 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A short synthesis of the nonproteinogenic amino acid, (2S,4R)-4-hydroxyornithine is described. Starting from racemic benzyl glycidol, the scaffold of the target compound was constructed in high enantio-and diastereoselectivity using Jacobsen's hydrolytic kinetic resolution (HKR) and regioselective opening of an epoxide as key steps.
π SIMILAR VOLUMES
A concise, multi-gram scale method for producing the bioactive and enantiomerically pure epimers, (2S,4R)-and (2S,4S)-glutamic acids, in a single synthetic scheme is described.
An asymmetric synthesis of (2S,4R)-4-hydroxypipecolic acid was accomplished in eight steps and 31% overall yield.
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