4-Oxo-1,3-piperidinedicarboxylic acid

Base Information

• Chemical Name: 4-Oxo-1,3-piperidinedicarboxylic acid
• CAS No.: 140176-27-8
• Molecular Formula: C15H17NO5
• Molecular Weight: 291.304
• Mol file: 140176-27-8.mol

Synonyms:1-benzyl 3-methyl 4-oxopiperidine-1,3-dicarboxylate;methyl 1-benzyloxycarbonyl-4-oxo-3-piperidinecarboxylate;2H-1-Benzopyran,3-methoxy-2-phenyl;

Chemical Property of 4-Oxo-1,3-piperidinedicarboxylic acid

Chemical Property:

• PSA: 72.91000
• LogP: 1.32510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Oxo-1,3-piperidinedicarboxylic acid

There total 4 articles about 4-Oxo-1,3-piperidinedicarboxylic 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: 95.0%

methyl 4-oxo-3-piperidinecarboxylate hydrochloride (71486-53-8) + benzyl chloroformate (501-53-1,94274-21-2) → 1-oxo-1,3-piperidinedicarboxylic acid 1-benzyl ester 3-methyl ester (140176-27-8)

Guidance literature:

With TEA;

DOI:10.1021/ja9641867

Reference yield: 57.0%

4-oxo-piperidinecarboxylic acid methyl ester, hydrochloride + benzyl chloroformate (501-53-1,94274-21-2) → 1-oxo-1,3-piperidinedicarboxylic acid 1-benzyl ester 3-methyl ester (140176-27-8)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃; for 72h;

Reference yield:

methyl 3-(N-Cbz-2-(methoxycarbonyl)ethylamino)propanoate → 1-oxo-1,3-piperidinedicarboxylic acid 1-benzyl ester 3-methyl ester (140176-27-8)

Guidance literature:

methyl 3-(N-Cbz-2-(methoxycarbonyl)ethylamino)propanoate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexanes; at -78 ℃; for 0.25h;

With water; In tetrahydrofuran; hexanes;

upstream raw materials:

methyl 4-oxo-3-piperidinecarboxylate hydrochloride

benzyl chloroformate

methyl 4-oxonipecotate

Downstream raw materials:

2-n-butyl-1-(carbobenzyloxy)-3-carbomethoxy-4-piperidone

2-n-butyl-1-(carbobenzyloxy)-3-carbomethoxy-3-methyl-4-piperidone

2-n-butyl-1-(carbobenzyloxy)-3-carbomethoxy-3-methyl-4-piperidone ethylene ketal

1-(carbobenzyloxy)-3-carbomethoxy-2-<4,8,12-trimethyl-3(E),7(E),11-tridecatrienyl>-4-piperidone