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

Base Information

• Chemical Name: (2S,5R)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid
• CAS No.: 84409-89-2
• Molecular Formula: C₁₄H₁₇NO₅
• Molecular Weight: 279.293
• Mol file: 84409-89-2.mol

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

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

There total 8 articles about (2S,5R)-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: 88.0%

N-benzyloxycarbonyl-(2S,5R)-5-hydroxypipecolic acid tert-butyl ester → (2S,5R)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (84409-89-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2006.07.035

Reference yield:

(2S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid → (2S,5R)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (84409-89-2) + (2S,5S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (917507-80-3)

Guidance literature:

(2S)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid; With methanesulfonic acid; In ethyl acetate; at 60 ℃; for 3h;

With water; sodium hydroxide; In ethanol; ethyl acetate;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (2S)-5-hydroxy-2-piperidinecarboxylic acid (448964-01-0,478409-64-2) → (2S,5R)-N-[(benzyloxy)carbonyl]-5-hydroxy-2-piperidinecarboxylic acid (84409-89-2) + benzyl (1S,4S)-5-aza-2-oxa-3-oxobicyclo[2.2.2]octane-5-carboxylate (117894-79-8)

Guidance literature:

(2S)-5-hydroxy-2-piperidinecarboxylic acid; With sodium hydroxide; In water; pH=3.65 - 10.81;

benzyl chloroformate; In water; at 10 - 20 ℃; pH=9 - 11;

upstream raw materials:

benzyl chloroformate

(2S,5R)-5-hydroxy-2-piperidinecarboxylic acid

benzyloxycarbonyl-L-baikiain

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

Downstream raw materials:

(2S,5R)-5-hydroxy-2-piperidinecarboxylic acid