84409-89-2Relevant academic research and scientific papers
METHOD FOR PRODUCING cis-5-HYDROXY-2-PIPERIDINECARBOXYLIC ACID DERIVATIVE, AND METHOD FOR PURIFYING cis-5-HYDROXY-2-PIPERIDINECARBOXYLIC ACID
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Paragraph 0139; 0140; 0141; 0142; 0143, (2015/07/15)
The present invention aims to provide a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid with high purity, and a method for producing its derivative. The present invention provides a method for producing a cis-5-hydroxy-2-piperidinecarboxylic acid derivative, which method comprises a step of converting cis-5-hydroxy-2-piperidinecarboxylic acid into a compound(s) of Formula (1) and/or Formula (2) (wherein R1 represents a protective group for an amino group, and R2 represents a C1-C6 alkyl group), and a method for purifying cis-5-hydroxy-2-piperidinecarboxylic acid.
Diastereoselective synthesis of (2S,5S)- and (2S,5R)-N-benzyloxycarbonyl-5-hydroxypipecolic acids from trans-4-hydroxy-l-proline
Jung, Jae-Chul,Avery, Mitchell A.
, p. 2479 - 2486 (2007/10/03)
An efficient diastereoselective synthesis of cis- and trans-5-hydroxy-(2S)-N-benzyloxycarbonyl pipecolic acids, starting from trans-4-hydroxy-l-proline is described. The key synthetic strategies involve the regioisomeric ring expansion of keto ester 8 and diastereoselective reduction of ketone 11 in high selectivity and yield.
PREPARATION OF TRANS-5-HYDROXY-L-PIPECOLIC ACID AND CIS-4-HYDROXY-L-PIPECOLIC ACID FROM L-BAIKIAIN (1,2,5,6-L-TETRAHYDROPYRIDINE-2-CARBOXYLIC ACID).
Callens, Roland E.A.,Anteunis, Marc J.O.,Reyniers, Francoise
, p. 713 - 724 (2007/10/02)
Z-trans-5-OH-L-pipecolic acid together with Z-cis-4-OH-L-pipecolic acid is obtained in a 7:3 ratio by reduction of the oxymercuration product of Z-L-baikiain (Z-1,2,5,6-L-tetrahydropyridine-2-carboxylic acid).The opposite composition ratio is obtained using mercuric trifluoroacetate, thus giving access to the preparation of either of the two isomers.
