Methyl 6-oxopiperidine-2-carboxylate

Base Information

• Chemical Name: Methyl 6-oxopiperidine-2-carboxylate
• CAS No.: 111479-60-8
• Molecular Formula: C7H11NO3

• Molecular Weight: 157.169
• Hs Code.: 2933790090
• European Community (EC) Number: 824-741-1
• DSSTox Substance ID: DTXSID80440642
• Nikkaji Number: J1.223.689A
• Mol file: 111479-60-8.mol

Synonyms:Methyl 6-oxopiperidine-2-carboxylate;111479-60-8;6-OXO-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER;6-Oxopiperidine-2-carboxylic acid methyl ester;methyl-6-oxo-pipecolate;SCHEMBL4939718;DTXSID80440642;UKQLYCSMIVXPDB-UHFFFAOYSA-N;Methyl6-oxopiperidine-2-carboxylate;MFCD11111644;AKOS006306162;AB63646;SB46975;AM802931;AS-39616;CS-0035474;FT-0738114;EN300-80072;A926124;Z1198314890

Chemical Property of Methyl 6-oxopiperidine-2-carboxylate

Chemical Property:

• Boiling Point: 316.0±35.0 °C(Predicted)
• PKA: 14.71±0.40(Predicted)
• PSA: 58.89000
• Density: 1.150±0.06 g/cm3(Predicted)
• LogP: 0.10400
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

98%min ^*data from raw suppliers

6-Oxo-piperidine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCC(=O)N1

Technology Process of Methyl 6-oxopiperidine-2-carboxylate

There total 14 articles about Methyl 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: 99.0%

C15H17NO4 (1207613-75-9) → methyl (2RS)-6-oxopiperidine-2-carboxylate (111479-60-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 2h; under 10343.2 Torr; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.11.048

Reference yield: 97.0%

(E)-5-Benzyloxycarbonylamino-hex-2-enedioic acid dimethyl ester → methyl (2RS)-6-oxopiperidine-2-carboxylate (111479-60-8)

Guidance literature:

(E)-5-Benzyloxycarbonylamino-hex-2-enedioic acid dimethyl ester; With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h; under 760 Torr;

In 1,2-dimethoxyethane; for 5h; Heating;

DOI:10.1016/j.tetlet.2004.11.030

Reference yield: 84.0%

(+/-) methyl N-tert-butyloxycarbonyl 6-oxo-2-piperidinecarboxylate (130622-09-2) → methyl (2RS)-6-oxopiperidine-2-carboxylate (111479-60-8)

Guidance literature:

With trifluoroacetic acid; for 1h; Ambient temperature;

DOI:10.1080/00397919608086742

upstream raw materials:

2-{[1-Phenyl-meth-(E)-ylidene]-amino}-hexanedioic acid dimethyl ester

(+/-) methyl N-tert-butyloxycarbonyl 6-oxo-2-piperidinecarboxylate

methyl 1-azido-2-oxocyclopentane-1-carboxylate

D,L-2-ketopiperidine-6-carboxylic acid

Downstream raw materials:

D,L-2-ketopiperidine-6-carboxylic acid

methyl pipecolinate

methyl piperidine-2-carboxylate hydrochloride

Refernces

• 1、 Davies, Catherine E.,Heightman, Thomas D.,Hermitage, Stephen A.,Moloney, Mark G.. "Convenient preparations of racemic and enantiopure methyl 6-oxopipecolate". . p. 687 - 696. Retrieved 1996.
• 2、 Weck,Nauha,Gruber. "Does the Exception Prove the Rule? A Comparative Study of Supramolecular Synthons in a Series of Lactam Esters". . p. 2899 - 2911. Retrieved 2019/05/10.