Methyl 1-BOC-3-pyrrolidinecarboxylate

Base Information

• Chemical Name: Methyl 1-BOC-3-pyrrolidinecarboxylate
• CAS No.: 122684-33-7
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Hs Code.: 2933990090
• European Community (EC) Number: 800-808-0
• DSSTox Substance ID: DTXSID00404403
• Nikkaji Number: J2.744.977H
• Mol file: 122684-33-7.mol

Synonyms:122684-33-7;Methyl 1-BOC-3-pyrrolidinecarboxylate;1-tert-butyl 3-methyl pyrrolidine-1,3-dicarboxylate;1,3-PYRROLIDINEDICARBOXYLIC ACID, 1-(1,1-DIMETHYLETHYL) 3-METHYL ESTER;Methyl 1-N-Boc-DL-beta-prolinate;MFCD04038683;Methyl 1-BOC-3-pyrrolidine carboxylate;1-O-tert-butyl 3-O-methyl pyrrolidine-1,3-dicarboxylate;Methyl (R)-1-Boc-pyrrolidine-3-carboxylate;Pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester;MFCD09838822;MFCD09954284;METHYL 1-BOC-PYRROLIDINE-3-CARBOXYLATE;SCHEMBL1119307;DTXSID00404403;LIWFYAVKYUQMRE-UHFFFAOYSA-N;BCP14957;BCP27143;CS-M1340;AC-875;Methyl1-Boc-3-pyrrolidinecarboxylate;AKOS005255579;PB12790;PB16191;PB19062;SB10258;DS-11138;SY003193;SY097535;SY098004;A2585;AM20080169;FT-0601706;FT-0601707;FT-0647459;M2723;6-HYDROXY-4H-CHROMENE-3-CARBOXYLICACID;EN300-207176;1-Boc-3-pyrrolidinecarboxylic Acid Methyl Ester;1-t-Butyloxycarbonyl-3-methoxycarbonyl pyrrolidine;J-004843;J-521753;3-methyl 1-tert-butyl pyrrolidine-1,3-dicarboxylate;Pyrrolidine-1,3-dicarboxylic Acid 1-tert-Butyl 3-Me;METHYL 1-(TERT-BUTOXYCARBONYL)-3-PYRROLIDINECARBOXYLATE;(S)-1-tert-Butoxycarbonyl-pyrrolidine-3-carboxylic acid methyl ester;1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic Acid Methyl Ester;1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxylic acid methyl ester;METHYL 1-(TERT-BUTYLOXYCARBONYL)PYRROLIDINE-3-CARBOXYLATE;METHYL 1-N-BOC-DL-BETA-PROLINATE

Chemical Property of Methyl 1-BOC-3-pyrrolidinecarboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.477
• Boiling Point: 288.564 °C at 760 mmHg
• PKA: -2.65±0.40(Predicted)
• Flash Point: 128.32 °C
• PSA: 55.84000
• Density: 1.121 g/cm³
• LogP: 1.35430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

1-Boc-3- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)C(=O)OC

Technology Process of Methyl 1-BOC-3-pyrrolidinecarboxylate

There total 16 articles about Methyl 1-BOC-3-pyrrolidinecarboxylate 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%

methanol (67-56-1) + 1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5) → methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7)

Guidance literature:

DOI:10.1016/j.tetlet.2009.06.141

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5) → methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7)

Guidance literature:

In methanol;

DOI:10.1016/j.bmcl.2018.04.063

Reference yield: 92.0%

1-benzylpyrrolidine-3-carboxylic acid methyl ester (17012-21-4) + di-tert-butyl dicarbonate (24424-99-5) → methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1002/ejoc.200400698

upstream raw materials:

methyl pyrrolidine-3-carboxylate

di-tert-butyl dicarbonate

methyl 6-ethoxy-5,6-dihydro-4H-1,2-oxazine-4-carboxylate

1-benzylpyrrolidine-3-carboxylic acid methyl ester

Downstream raw materials:

O⁽¹⁾-tert-butyl O⁽³⁾-methyl (3S)-pyrrolidine-1,3-dicarboxylate

(R)-1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid

(S)-1-N-boc-β-proline

(S)-N-(3-(4-fluorophenyl)-1H-indazol-5-yl)-3-(methylthio)-1-(2-oxo-2-(4-(4-(pyrimidin-2-yl)phenyl)-3,6-dihydropyridin-1(2H)-yl)ethyl)pyrrolidine-3-carboxamide

Refernces

• 1、 Ning, Xiang-Li,Li, Yu-Zhi,Huo, Cui,Deng, Ji,Gao, Cheng,Zhu, Kai-Rong,Wang, Miao,Wu, Yu-Xiang,Yu, Jun-Lin,Ren, Ya-Li,Luo, Zong-Yuan,Li, Gen,Chen, Yang,Wang, Si-Yao,Peng, Cheng,Yang, Ling-Ling,Wang, Zhou-Yu,Wu, Yong,Qian, Shan,Li, Guo-Bo. "X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease". supporting information. p. 8303 - 8332. Retrieved 2021/06/30.
• 2、 Shi, Qing,Meehan, Mariah C.,Galella, Michael,Park, Hyunsoo,Khandelwal, Purnima,Hynes, John,Dhar, T. G. Murali,Marcoux, David. "Protected Chloroethyl and Chloropropyl Amines as Conformationally Unrestricted Annulating Reagents". supporting information. p. 337 - 340. Retrieved 2018/01/28.