methyl (2R)-6-oxopiperidine-2-carboxylate

Base Information

• Chemical Name: methyl (2R)-6-oxopiperidine-2-carboxylate
• CAS No.: 183890-34-8
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.169
• European Community (EC) Number: 817-003-5
• Mol file: 183890-34-8.mol

Synonyms:183890-34-8;methyl (2R)-6-oxopiperidine-2-carboxylate;2-Piperidinecarboxylicacid,6-oxo-,methylester,(2R)-(9CI);(R)-METHYL 6-OXOPIPERIDINE-2-CARBOXYLATE;methyl (R)-6-oxopiperidine-2-carboxylate;SCHEMBL4939720;MFCD13183953;AKOS025401888;AC-26906;(R)-Methyl-6-Oxopiperidine-2-carboxylate;EN300-94931;C92643;(R)-METHYL6-OXOPIPERIDINE-2-CARBOXYLATE

Chemical Property of methyl (2R)-6-oxopiperidine-2-carboxylate

Chemical Property:

• Boiling Point: 316℃
• Flash Point: 145℃
• PSA: 55.40000
• Density: 1.150
• LogP: 0.15690
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 157.07389321
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99%min ^*data from raw suppliers

methyl(2R)-6-oxopiperidine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCC(=O)N1
• Isomeric SMILES: COC(=O)[C@H]1CCCC(=O)N1

Technology Process of methyl (2R)-6-oxopiperidine-2-carboxylate

There total 6 articles about methyl (2R)-6-oxopiperidine-2-carboxylate 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: 89.0%

methyl (S)-6-(4-benzyl-2-oxooxazolidin-3-yl)picolinate → methyl (R)-6-oxopiperidine-2-carboxylate (183890-34-8)

Guidance literature:

With hydrogenchloride; palladium on activated carbon; water; hydrogen; In tetrahydrofuran; at 40 ℃; for 24h; under 37503.8 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.202016771

Reference yield: 82.0%

(R)-2,6-Bis-tert-butoxycarbonylamino-6-oxo-hexanoic acid methyl ester (97347-42-7) → methyl (R)-6-oxopiperidine-2-carboxylate (183890-34-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 0.75h; Heating;

DOI:10.1021/jo961458f

Reference yield:

(R)-6-oxopiperidine-1,2-dicarboxylic acid 1-tertiary butyl ester 2-methyl ester (183890-36-0) → methyl (R)-6-oxopiperidine-2-carboxylate (183890-34-8)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 20 ℃; for 3h;

upstream raw materials:

(R)-2,6-Bis-tert-butoxycarbonylamino-6-oxo-hexanoic acid methyl ester

(R)-6-oxo-piperidine-2-carboxylic acid

diazomethyl-trimethyl-silane

D-2-aminoadipic acid

Downstream raw materials:

(R)-6-hydroxymethyl-piperidin-2-one

Refernces

• 1、 Sadiq, Amina,Sewald, Norbert. "(R)-α-aminoadipic acid: An interesting chiral pool building block". scheme or table. p. 28 - 36. Retrieved 2012/03/08.
• 2、 -. "EP4 receptor agonist, compositions and methods thereof". Page/Page column 11. . Retrieved 2010/02/14.