4-Hydroxypiperidine-3-carboxylic acid

Base Information

• Chemical Name: 4-Hydroxypiperidine-3-carboxylic acid
• CAS No.: 126150-99-0
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• DSSTox Substance ID: DTXSID001286801
• Nikkaji Number: J2.364.421E
• ChEMBL ID: CHEMBL348084
• Mol file: 126150-99-0.mol

Synonyms:4-hydroxy-3-piperidinecarboxylic acid;4-hydroxynipecotic acid;4-hydroxynipecotic acid, cis(+-)-isomer

Chemical Property of 4-Hydroxypiperidine-3-carboxylic acid

Chemical Property:

• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

4-HYDROXY-3-PIPERIDINECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CNCC(C1O)C(=O)O

Technology Process of 4-Hydroxypiperidine-3-carboxylic acid

There total 4 articles about 4-Hydroxypiperidine-3-carboxylic 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: 60.0%

(3RS,4SR)-ethyl 1-(ethoxycarbonyl)-4-hydroxypiperidine-3-carboxylate → (3RS,4SR)-4-hydroxypiperidine-3-carboxylic acid (68464-00-6,71609-37-5,82817-56-9,126150-99-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/jm00352a012

Reference yield:

4-oxo-piperidine-1,3-dicarboxylic acid diethyl ester (53601-94-8) → (3RS,4SR)-4-hydroxypiperidine-3-carboxylic acid (68464-00-6,71609-37-5,82817-56-9,126150-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / NaBH₄ / ethanol / 3 h / Ambient temperature

2: 60 percent / 5M HCl / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; In ethanol;

DOI:10.1021/jm00352a012

Reference yield:

→ (3RS,4SR)-4-hydroxypiperidine-3-carboxylic acid (68464-00-6,71609-37-5,82817-56-9,126150-99-0)

Guidance literature:

Piperidin-hydrochlorid (+-7a);

upstream raw materials:

4-oxo-piperidine-1,3-dicarboxylic acid diethyl ester