1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-methyl ester

Base Information

• Chemical Name: 1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-methyl ester
• CAS No.: 888952-55-4
• Molecular Formula: C13H23 N O4
• Molecular Weight: 257.33
• Mol file: 888952-55-4.mol

Synonyms:1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-methyl ester

Chemical Property of 1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-methyl ester

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 313.208°C at 760 mmHg
• Flash Point: 143.223°C
• PSA: 55.84000
• Density: 1.069g/cm³
• LogP: 2.13450
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl1-Boc-3-methylpiperidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-methyl ester

There total 5 articles about 1,3-Piperidinedicarboxylic acid, 3-methyl-, 1-(1,1-dimethylethyl) 3-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: 100.0%

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate (148763-41-1) + methyl iodide (74-88-4) → 1-(tert-butyl) 3-methyl 3-methylpiperidine-1,3-dicarboxylate (888952-55-4)

Guidance literature:

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -65 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -65 - 20 ℃; for 3h;

Reference yield: 95.8%

methyl iodide (74-88-4) → 1-(tert-butyl) 3-methyl 3-methylpiperidine-1,3-dicarboxylate (888952-55-4)

Guidance literature:

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 20 ℃;

Reference yield:

nipecotic acid (498-95-3,262853-93-0) → 1-(tert-butyl) 3-methyl 3-methylpiperidine-1,3-dicarboxylate (888952-55-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 1 h / 0 °C / Inert atmosphere; Reflux

2.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

3.2: 20 h / 20 °C / Inert atmosphere

With thionyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1002/chem.202001123

upstream raw materials:

methyl iodide

1-(tert-butyl) 3-methyl piperidine-1,3-dicarboxylate

N-(tert-butyloxycarbonyl)nipecotic acid

nipecotic acid

Downstream raw materials:

(1,3-dimethylpiperidin-3-yl)methanol

tert-butyl 3-amino-3-methylpiperidine-1-carboxylate

tert-butyl 3-(hydroxymethyl)-3-methylpiperidine-1-carboxylate

1-(tert-butoxycarbonyl)-3-methylpiperidine-3-carboxylic acid

Refernces

• 1、 -. "[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINE DERIVATIVES AS PDE2 INHIBITORS". Page/Page column 56. . Retrieved 2018/05/24.
• 2、 -. "SUBSTITUTED PYRAZOLE COMPOUNDS AS SERINE PROTEASE INHIBITORS". Paragraph 0236. . Retrieved 2017/05/27.