(2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride

Base Information

• Chemical Name: (2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride
• CAS No.: 824943-40-0
• Molecular Formula: C6H11NO3^.HCl
• Molecular Weight: 181.619
• Hs Code.: 2933399990
• European Community (EC) Number: 807-219-8
• DSSTox Substance ID: DTXSID30463669
• Mol file: 824943-40-0.mol

Synonyms:824943-40-0;(2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride;(2S,5R)-5-Hydroxypipecolic acid HCl;(2S,5r)-5-hydroxypipecolic acid hydrochloride;MFCD07776737;(2S,5R)-5-hydroxypiperidine-2-carboxylic acid;hydrochloride;rel-(2R,5S)-5-Hydroxypiperidine-2-carboxylic acid hydrochloride;DTXSID30463669;880764-00-1;2-Piperidinecarboxylic acid, 5-hydroxy-, hydrochloride, (2S,5R)-;AM9561;AKOS015940999;DK-0229;CS-0138320;A902405;(2S,5R)-5-hydroxy-2-Piperidinecarboxylic acid HCl;(2S,5R)-5-Hydroxypiperidine-2-carboxylic acid HCl;(2S,5R)-5-hydroxypiperidine-2-carboxylicAcidHydrochloride

Chemical Property of (2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride

Chemical Property:

• Boiling Point: 374.2 °C at 760 mmHg
• Flash Point: 180.1 °C
• PSA: 69.56000
• LogP: 0.31470
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.0505709
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

98% ^*data from raw suppliers

(2S,5R)-5-HydroxypipecolicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NCC1O)C(=O)O.Cl
• Isomeric SMILES: C1C[C@H](NC[C@@H]1O)C(=O)O.Cl

Technology Process of (2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride

There total 7 articles about (2S,5R)-5-hydroxypiperidine-2-carboxylic Acid Hydrochloride 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:

(2S)-3,4-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (227758-97-6) → (2S,5R)-5-hydroxy-piperidine-2-carboxylic acid hydrochloride (824943-40-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / Oxone(R); NaHCO₃ / 20 °C

2: H₂ / Pd/C / methanol / 1.5 h

3: 57 mg / aq. HCl / 2.5 h / Heating

With hydrogenchloride; oxone; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol;

DOI:10.1021/ol047774v

Reference yield:

(2S,5R)-5-hydroxy-6-methoxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (824943-45-5) → (2S,5R)-5-hydroxy-piperidine-2-carboxylic acid hydrochloride (824943-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 1.5 h

2: 57 mg / aq. HCl / 2.5 h / Heating

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/ol047774v

Reference yield:

(S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester (824943-43-3) → (2S,5R)-5-hydroxy-piperidine-2-carboxylic acid hydrochloride (824943-40-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / TsOH*H₂ODMF / toluene / 2 h / 115 °C

2: 90 percent / Oxone(R); NaHCO₃ / 20 °C

3: H₂ / Pd/C / methanol / 1.5 h

4: 57 mg / aq. HCl / 2.5 h / Heating

With hydrogenchloride; oxone; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/ol047774v

upstream raw materials:

(2S,5R)-methyl 5-hydroxypiperidine-2-carboxylate

(2S)-3,4-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(2S,5R)-5-hydroxy-6-methoxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(S)-2-benzyloxycarbonylamino-5-(2-[1,3]dioxolanyl)-pentanoic acid methyl ester

Refernces