Tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate
• CAS No.: 177911-87-4
• Molecular Formula: C10H20 N2 O2
• Molecular Weight: 200.281
• Hs Code.: 2933990090
• European Community (EC) Number: 672-190-9
• DSSTox Substance ID: DTXSID60373388
• Nikkaji Number: J2.149.685E
• ChEMBL ID: CHEMBL4586493
• Mol file: 177911-87-4.mol

Synonyms:177911-87-4;Tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate;2-(Aminomethyl)-1-N-Boc-pyrrolidine;(+/-)-2-(Aminomethyl)-1-N-Boc-pyrrolidine;1-boc-2-aminomethyl-pyrrolidine;1-boc-2-(aminomethyl)pyrrolidine;1-boc-2-(aminomethylpyrrolidine);2-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;1-Pyrrolidinecarboxylic acid, 2-(aminomethyl)-, 1,1-dimethylethyl ester;1-n-boc-2-(aminomethyl)pyrrolidine;MFCD01317793;1-boc-(aminomethyl)pyrrolidine;2-aminomethylpyrrolidine-1-carboxylic acid tert-butyl ester;1-boc-2-aminomethylpyrrolidine;1-boc-2-aminomethyl-pyrrolidine-;(+/-)-2-(Aminomethyl)-1-Boc-pyrrolidine;SCHEMBL205359;1-boc-2-aminomethyl pyrrolidine;CHEMBL4586493;2-aminomethyl-1-Boc-pyrrolidine;DTXSID60373388;SOGXYCNKQQJEED-UHFFFAOYSA-N;1-boc-2-(aminomethyl)-pyrrolidine;2-(aminomethyl)-1N-Boc-pyrrolidine;AKOS005258683;AB08586;AC-2228;CS-W009253;PB12288;PB20032;PS-3871;AM100390;AS-80577;SY004298;SY015336;SY017525;(+/-)-1-boc-2-(aminomethyl)pyrrolidine;A3944;FT-0601690;FT-0601697;FT-0601698;(+/-)-2-(aminomethyl)-1-n-boc-pyyrolidine;EN300-64225;Tert-butyl2-(aminomethyl)pyrrolidine-1-carboxylate;tert-butyl-2-(aminomethyl)pyrrolidine-1-carboxylate;rac-2-aminomethyl-1-N-tert-butoxycarbonyl-pyrrolidine;tert-butyl 2-(aminomethyl)-pyrrolidine-1-carboxylate;(+/-)-tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate;1,1-dimethylethyl 2-(aminomethyl)-1-pyrrolidinecarboxylate;2-(Aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester;tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate

Chemical Property of Tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.0038mmHg at 25°C
• Refractive Index: n20/D1.472
• Boiling Point: 280.3 °C at 760 mmHg
• Flash Point: 123.3 °C
• PSA: 55.56000
• Density: 1.044 g/cm³
• LogP: 1.98280
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.152477885
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl2-(Aminomethyl)pyrrolidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CN

Technology Process of Tert-butyl 2-(aminomethyl)pyrrolidine-1-carboxylate

There total 4 articles about Tert-butyl 2-(aminomethyl)pyrrolidine-1-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:

(S)-2-(Azidomethyl)-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester → tert-butyl 2-(aminomethyl)-pyrrolidine-1-carboxylate (177911-87-4)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; at 20 ℃; for 72h; under 760.051 Torr;

Reference yield:

C18H22N2O4 → tert-butyl 2-(aminomethyl)-pyrrolidine-1-carboxylate (177911-87-4)

Guidance literature:

With hydrazine hydrate; In methanol; at 95 ℃; for 2h;

DOI:10.1021/acsmedchemlett.1c00218

Reference yield:

N-tert-butoxycarbonyl-proline (15761-39-4,59433-50-0) → tert-butyl 2-(aminomethyl)-pyrrolidine-1-carboxylate (177911-87-4)

Guidance literature:

Multi-step reaction with 3 steps

1: borane-THF / tetrahydrofuran / 0 - 25 °C / Inert atmosphere; Sealed tube

2: di-tert-butyl-diazodicarboxylate / tetrahydrofuran / 25 °C / Sealed tube

3: hydrazine hydrate / methanol / 2 h / 95 °C

With borane-THF; di-tert-butyl-diazodicarboxylate; hydrazine hydrate; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;

DOI:10.1021/acsmedchemlett.1c00218

upstream raw materials:

N-tert-butoxycarbonyl-proline

N-Boc-prolinol

Downstream raw materials:

furan-2-carboxylic acid [tert-butylcarbamoyl-(2-iodo-phenyl)-methyl]-pyrrolidin-2-ylmethyl-amide

naphthalene-2-carboxylic acid [tert-butylcarbamoyl-(2-iodo-phenyl)-methyl]-pyrrolidin-2-ylmethyl-amide

N-[(6-bromo-benzo[1,3]dioxol-5-yl)-cyclohexylcarbamoyl-methyl]-4-chloro-N-pyrrolidin-2-ylmethyl-benzamide

Refernces

• 1、 -. "Cathepsin cysteine protease inhibitors". Page column 12-13. . Retrieved 2010/02/06.