Methyl pyrrolidine-2-carboxylate

Base Information

• Chemical Name: Methyl pyrrolidine-2-carboxylate
• CAS No.: 52183-82-1
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.159
• Hs Code.: 2933990090
• European Community (EC) Number: 257-714-2
• NSC Number: 617316
• UNII: 2BQC0016L7
• DSSTox Substance ID: DTXSID60943883
• Nikkaji Number: J306.158B
• Wikidata: Q27254529
• ChEMBL ID: CHEMBL75695
• Mol file: 52183-82-1.mol

Synonyms:methyl pyrrolidine-2-carboxylate;52183-82-1;methyl prolinate;Methyl DL-prolinate;Pyrrolidine-2-carboxylic acid methyl ester;UNII-2BQC0016L7;methylpyrrolidine-2-carboxylate;2BQC0016L7;EINECS 257-714-2;NSC617316;PYRROLIDINE-2-CARBOXYLICACIDMETHYLESTER;Pro, methyl ester;DL-proline methylester;2-carbomethoxypyrrolidine;NSC-617316;2-(carbomethoxy)pyrrolidine;2-methoxycarbonyl-pyrrolidine;2-(carbomethoxy)-pyrrolidine;CHEMBL75695;SCHEMBL118100;(-)-2-carbomethoxypyrrolidine;Methyl 2-pyrrolidinecarboxylate;METHYL PROLINE, (RS)-;2-(methyloxycarbonyl)pyrrolidine;DL-PROLINE, METHYL ESTER;DTXSID60943883;METHYL PROLINE, (+/-)-;MFCD05864595;STK400147;rac.-2-(methyloxycarbonyl)pyrrolidine;AKOS005167251;AB16177;AM803993;AS-56989;CS-0453254;FT-0686172;FT-0759014;FT-0773807;methyl pyrrolidine-2-carboxylate, AldrichCPR;Q27254529;Z240133664

Chemical Property of Methyl pyrrolidine-2-carboxylate

Chemical Property:

• Boiling Point: 169.9°Cat760mmHg
• PKA: 8.23±0.10(Predicted)
• Flash Point: 56.5°C
• PSA: 38.33000
• Density: 1.055g/cm³
• LogP: 0.24020
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98%Min ^*data from raw suppliers

MethylPyrrolidine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41-51
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCN1
• Uses: Methyl Pyrrolidine-2-carboxylate,

Technology Process of Methyl pyrrolidine-2-carboxylate

There total 15 articles about Methyl pyrrolidine-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: 98.0%

methanol (67-56-1) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl pyrrolidine-2-carboxylate (43041-12-9,52183-82-1,2577-48-2)

Guidance literature:

With thionyl chloride; for 16h; Reflux;

Reference yield: 96.0%

N-tritylproline methyl ester (13515-74-7) → methyl pyrrolidine-2-carboxylate (43041-12-9,52183-82-1,2577-48-2)

Guidance literature:

With ammonium cerium (IV) nitrate; water; acetic acid; In dichloromethane; at 20 ℃; for 0.133333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.118

Reference yield: 85.0%

methanol (67-56-1) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl pyrrolidine-2-carboxylate (43041-12-9,52183-82-1,2577-48-2)

Guidance literature:

methanol; L-proline; With thionyl chloride; at -5 - 25 ℃; for 2h;

With potassium carbonate; In water; at 0 ℃;

upstream raw materials:

methanol

rac-Pro-OH

N-benzyloxycarbonylproline methyl ester

methyl Pyrrole-2-carboxylate

Downstream raw materials:

methyl 1-(2-nitrophenylmethyl)pyrrolidine-2-carboxylate

2-methoxy-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone

2-methoxy-3-methyl-5-<2-(methoxycarbonyl)-1-pyrrolidinyl>-1,4-benzoquinone-6-d

Refernces

• 1、 Atobe, Masakazu,Blakemore, David C.,Bond, Paul S.,Chan, Ngai S.,De Fusco, Claudia,Downes, Thomas D.,Firth, James D.,Hubbard, Roderick E.,Jones, S. Paul,Klein, Hanna F.,O'Brien, Peter,Roughley, Stephen D.,Vidler, Lewis R.,Waddelove, Laura,Whatton, Maria Ann,Wheldon, Mary C.,Woolford, Alison J.-A.,Wrigley, Gail L.. "Design and Synthesis of 56 Shape-Diverse 3D Fragments". supporting information. . Retrieved 2020/07/13.
• 2、 Kadyrov, Renat,Moebus, Konrad. "Reductive Alkylation of Amines with Carboxylic Ortho Esters". supporting information. p. 3352 - 3357. Retrieved 2020/07/04.