Methyl 4-methylpyrrolidine-3-carboxylate

Base Information

• Chemical Name: Methyl 4-methylpyrrolidine-3-carboxylate
• CAS No.: 885952-88-5
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30408136
• Mol file: 885952-88-5.mol

Synonyms:Methyl 4-methylpyrrolidine-3-carboxylate;885952-88-5;Methyl 4-methyl-3-pyrrolidinecarboxylate;methyl 4-methylpyrrolidin-3-carboxylate;MFCD03788462;trans-Methyl methylpyrrolidine-3-carboxylate;methyl 4-methyl-3-pyrrolidine;methyl4-methylpyrrolidine-3-carboxylate;4-METHYL-3-PYRROLIDINECARBOXYLICACID METHYL ESTER;SCHEMBL15279558;DTXSID30408136;AKOS013031569;SY271637;CS-0283375;FT-0682234;EN300-105092;F21201

Chemical Property of Methyl 4-methylpyrrolidine-3-carboxylate

Chemical Property:

• Boiling Point: 182.5±33.0 °C(Predicted)
• PKA: 9.46±0.10(Predicted)
• PSA: 38.33000
• Density: 1.005±0.06 g/cm3(Predicted)
• LogP: 0.34370
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 4-methyl-3-pyrrolidinecarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CNCC1C(=O)OC

Technology Process of Methyl 4-methylpyrrolidine-3-carboxylate

There total 4 articles about Methyl 4-methylpyrrolidine-3-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: 63.3%

(±)-(3,4-trans)-methyl 1-benzyl-4-methylpyrrolidine-3-carboxylate → methyl (3,4-trans)-4-methylpyrrolidine-3-carboxylate (1065331-03-4,885952-88-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 - 50 ℃; for 24h; under 9880.66 - 19001.3 Torr; Autoclave;

Reference yield: 57.0%

methyl 1-benzyl-4-methyl-2,5-dihydro-1H-pyrrole-3-carboxylate → methyl (3R*,4S*)-4-methylpyrrolidine-3-carboxylate (1065331-03-4,885952-88-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 40h;

DOI:10.1002/chem.202001123

Reference yield:

methyl 3-[N-benzyl-N-(2-bromo-2-propenyl)amino]propionate → methyl (3R*,4S*)-4-methylpyrrolidine-3-carboxylate (1065331-03-4,885952-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenol / tetrahydrofuran; tert-butyl alcohol / 3 h / Inert atmosphere; Reflux

2: palladium 10% on activated carbon; hydrogen / methanol / 40 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; phenol; In tetrahydrofuran; methanol; tert-butyl alcohol;

DOI:10.1002/chem.202001123

upstream raw materials:

methyl crotonate

Refernces

• 1、 -. "PYRAZOLO[4,3-D]PYRIMIDIN-7(6H)-ONE DERIVATIVES AS PDE9 INHIBITORS". Page/Page column 29. . Retrieved 2014/03/21.