(R)-1-Boc-3-(aminomethyl)pyrrolidine

Base Information

• Chemical Name: (R)-1-Boc-3-(aminomethyl)pyrrolidine
• CAS No.: 199174-29-3
• Molecular Formula: C10H20N2O2
• Molecular Weight: 200.281
• Hs Code.: 2933990090
• European Community (EC) Number: 635-406-2
• DSSTox Substance ID: DTXSID20363902
• Wikidata: Q72448282
• Mol file: 199174-29-3.mol

Synonyms:199174-29-3;(R)-1-Boc-3-(aminomethyl)pyrrolidine;(r)-n-boc-3-(aminomethyl)pyrrolidine;tert-butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylate;(r)-tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate;(R)-3-(Aminomethyl)-1-N-Boc-pyrrolidine;(r)-1-n-boc-3-(aminomethyl)pyrrolidine;MFCD03844734;(r)-3-aminomethyl-1-n-boc-pyrrolidine;3(r)-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;(R)-(-)-1-Boc-3-(aminomethyl)pyrrolidine;(r)-3-aminomethyl-pyrrolidine-1-carboxylic acid tert-butyl ester;(r)-1-boc-3-aminomethylpyrrolidine;(S)-1-Boc-3-aminomethylpyrrolidine;(3R)-3-Aminomethyl-1-Boc-pyrrolidine;SCHEMBL321665;DTXSID20363902;AMY14451;CS-D0668;AKOS005259667;AKOS006239576;AC-2235;AC-2236;(r)-1-boc-3-(aminomethyl)-pyrrolidine;AS-38356;A3285;EN300-88133;Q-102869;(R)-3-aminomethyl-1-N-tert-butoxycarbonyl-pyrrolidine;(r)-3-(aminomethyl)-1-(tert-butoxycarbonyl)pyrrolidine;(r)-tert-butyl-3-(aminomethyl)pyrrolidine-1-carboxylate;tert-Butyl (3R)-3-aminomethyl-1-pyrrolidinecarboxylate;(R)-3-(Aminomethyl)-1-Boc-pyrrolidine, >=95.0% (HPLC);1,1-dimethylethyl(3r)-3-(aminomethyl)-1-pyrrolidinecarboxylate;1,1-dimethylethyl (3R)-3-(aminomethyl)-1-pyrrolidinecarboxylate;(R)-tert-butyl 3-(aminomethyl)pyrrolidine-1-carboxylate;(R)-3-(AMINOMETHYL)-1-N-BOC-PYRROLIDINE

Chemical Property of (R)-1-Boc-3-(aminomethyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.000323mmHg at 25°C
• Refractive Index: 1.4780
• Boiling Point: 280.3 °C at 760 mmHg
• PKA: 10.12±0.29(Predicted)
• Flash Point: 123.3 °C
• PSA: 55.56000
• Density: 1.044 g/cm³
• LogP: 1.84030
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 0.6
• 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:

98%,99%, ^*data from raw suppliers

(R)-1-Boc-3-(Aminomethyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)CN
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@@H](C1)CN

Technology Process of (R)-1-Boc-3-(aminomethyl)pyrrolidine

There total 5 articles about (R)-1-Boc-3-(aminomethyl)pyrrolidine 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: 61.0%

tert-butyl (S)-3-cyanopyrrolidine-1-carboxylate (132945-78-9) → tert-butyl (R)-3-(aminomethyl)pyrrolidine-1-carboxylate (199174-29-3)

Guidance literature:

With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.33333h;

Reference yield:

nickel (7440-02-0) + tert-butyl (3R)-3-cyano-1-pyrrolidinecarboxylate (132945-76-7) → tert-butyl (R)-3-(aminomethyl)pyrrolidine-1-carboxylate (199174-29-3)

Guidance literature:

In ethanol; ammonia;

Reference yield:

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (109431-87-0,83220-73-9) → tert-butyl (R)-3-(aminomethyl)pyrrolidine-1-carboxylate (199174-29-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 20 °C

2: N,N-dimethyl-formamide / 80 °C

3: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 0 - 20 °C

With aluminum (III) chloride; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/14756366.2018.1513926

upstream raw materials:

nickel

tert-butyl (3R)-3-cyano-1-pyrrolidinecarboxylate

tert-butyl (S)-3-cyanopyrrolidine-1-carboxylate

(R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate

Refernces

• 1、 Yang, Hak Kyun,Son, Woo Seung,Lim, Keon Seung,Kim, Gun Hee,Lim, Eun Jeong,Gadhe, Changdev G.,Lee, Jae Yeol,Jeong, Kyu-Sung,Lim, Sang Min,Pae, Ae Nim. "Synthesis and biological evaluation of pyrrolidine-based T-type calcium channel inhibitors for the treatment of neuropathic pain". . p. 1460 - 1471. Retrieved 2018/09/26.
• 2、 -. "ANTITHROMBOTIC AGENTS". . . Retrieved 2008/06/13.