Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester

Base Information

• Chemical Name: Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester
• CAS No.: 1005738-45-3
• Molecular Formula: C13H21NO6
• Molecular Weight: 287.313
• Mol file: 1005738-45-3.mol

Synonyms:Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester;1-[(tert-butoxy)carbonyl]-4-(methoxycarbonyl)piperidine-4-carboxylic acid

Chemical Property of Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester

Chemical Property:

• Boiling Point: 402.4±45.0 °C(Predicted)
• PKA: 2.62±0.20(Predicted)
• PSA: 93.14000
• Density: 1.233±0.06 g/cm3(Predicted)
• LogP: 1.19920

Purity/Quality:

97% ^*data from raw suppliers

Piperidine-1,4,4-tricarboxylicAcid1-tert-ButylEster4-MethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester

There total 4 articles about Piperidine-1,4,4-tricarboxylic acid 1-tert-butyl ester 4-Methyl ester 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: 98.2%

1-tert-butyl 4,4-dimethyl piperidine-1,4,4-tricarboxylate (495415-40-2) → 1-(tert-butoxycarbonyl)-4-(methoxycarbonyl)piperidine-4-carboxylic acid (1005738-45-3)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield:

isonipecotic acid methyl ester (2971-79-1) → 1-(tert-butoxycarbonyl)-4-(methoxycarbonyl)piperidine-4-carboxylic acid (1005738-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 8 h / 20 °C

2: lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 - 20 °C / Inert atmosphere

3: sodium hydroxide / methanol

With triethylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-4-(methoxycarbonyl)piperidine-4-carboxylic acid (1005738-45-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 8 h / 20 °C

2: lithium diisopropyl amide / tetrahydrofuran / 4 h / -78 - 20 °C / Inert atmosphere

3: sodium hydroxide / methanol

With triethylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

1-tert-butyl 4,4-dimethyl piperidine-1,4,4-tricarboxylate

isonipecotic acid methyl ester

di-tert-butyl dicarbonate

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

Downstream raw materials:

1-tert-butyl 4-methyl 4-(2-chlorobenzylcarbamoyl)piperidine-1,4-dicarboxylate

1-tert-butyl 4-methyl 4-(hydroxymethyl)piperidine-1,4-dicarboxylate

Refernces

• 1、 -. "Certain Chemical Entities, Compositions and Methods". Page/Page column 14. . Retrieved 2009/10/30.
• 2、 -. "CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS". Page/Page column 46. . Retrieved 2010/11/30.