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A versatile protocol for β-hydroxy-α-amino acids: an application to (4R)-4-[(e)-2-butenyl]-4n-dimethyl-l-threonine (MeBmt)

✍ Scribed by A.V.Rama Rao; T.G.Murali Dhar; D. Subhas Bose; T.K. Chakraborty; M.K. Gurjar


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
652 KB
Volume
45
Category
Article
ISSN
0040-4020

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✦ Synopsis


cis-Oxazolidinone derivative 130) readily real&xl from chiral 2,3-epoxy alcohol (27) h3 been exploited in the synthesis of (4R)-4_i(E~-2-butenyl1-4,N~imethyl-L-threonine f2), an unusual B-hydroxyaamina acid present in cyoiosporin lhe intrirrric feature of this approach involved facile isomerisation of cis-oxazolidinone deriwtive (31) into the Pans-isomer (32) whose hydrolysis provided s?&?%ydrary+amino

acid.