(2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid

Base Information

• Chemical Name: (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid
• CAS No.: 917507-80-3
• Molecular Formula: C₁₄H₁₇NO₅
• Molecular Weight: 279.293
• Mol file: 917507-80-3.mol

Synonyms:(2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid

Chemical Property of (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid

There total 37 articles about (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

cis-5(S)-hydroxy-2(S)-N1-benzyloxycarbonylpipecolic acid methyl ester (117836-26-7) → (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (917507-80-3)

Guidance literature:

With sodium hydroxide; water; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)86719-2

Reference yield:

benzyl (1S,4S)-5-aza-2-oxa-3-oxobicyclo[2.2.2]octane-5-carboxylate (117894-79-8) → (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (917507-80-3)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 1h; Solvent;

Reference yield:

C16H19NO6 → (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (917507-80-3)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

upstream raw materials:

cis-5(S)-hydroxy-2(S)-N₁-benzyloxycarbonylpipecolic acid methyl ester

N-benzyloxycarbonyl-(2S,5S)-5-hydroxypipecolic acid tert-butyl ester

(2S)-5-oxopiperidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

methyl (S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoate

Downstream raw materials:

(2S,5R)-5-hydroxypiperidine-2-carboxylic acid

Refernces

• 1、 -. "METHOD FOR PRODUCING cis-5-HYDROXY-2-PIPERIDINECARBOXYLIC ACID DERIVATIVE, AND METHOD FOR PURIFYING cis-5-HYDROXY-2-PIPERIDINECARBOXYLIC ACID". . . Retrieved 2015/07/15.
• 2、 Adams, David R.,Bailey, Patrick D.,Collier, Ian D.,Heffernan, John D.,Stokes, Stephen. "An efficient route to the α-methyl ester of L-glutamic acid, and its conversion into cis-5-hydroxy-L-pipecolic acid". . p. 349 - 350. Retrieved 2007/10/03.