C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine

Base Information

• Chemical Name: C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine
• CAS No.: 96948-23-1
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.288
• European Community (EC) Number: 959-235-0
• DSSTox Substance ID: DTXSID40483631
• Nikkaji Number: J1.001.239B
• Wikidata: Q82321099
• Mol file: 96948-23-1.mol

Synonyms:C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine;96948-23-1;[(2S)-1-benzylpyrrolidin-2-yl]methanamine;SCHEMBL4725155;DTXSID40483631;(s)-N-benzyl-2-aminomethylpyrrolidine;AM101762;CS-0235917;EN300-1652125;1-[(2S)-1-BENZYLPYRROLIDIN-2-YL]METHANAMINE

Chemical Property of C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 190.146998583
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)CC2=CC=CC=C2)CN
• Isomeric SMILES: C1C[C@H](N(C1)CC2=CC=CC=C2)CN

Technology Process of C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine

There total 16 articles about C-((S)-1-Benzyl-pyrrolidin-2-yl)-methylamine 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: 81.0%

(S)-1-benzyl-pyrrolidine-2-carboxylic acid amide (114883-85-1) → 1-[(2S)-N-Benzylpyrrolidin-2-yl]methanamine (96948-23-1)

Guidance literature:

With potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; for 16h;

DOI:10.1016/0040-4020(96)00030-0

Reference yield: 68.0%

(S)-N-benzylprolinol (53912-80-4) → 1-[(2S)-N-Benzylpyrrolidin-2-yl]methanamine (96948-23-1)

Guidance literature:

(S)-N-benzylprolinol; With phthalimide; triphenylphosphine; In tetrahydrofuran; for 0.166667h;

With diethylazodicarboxylate; In tetrahydrofuran; toluene; for 8h; Reflux;

With hydrazine hydrate; In ethanol; for 2h; Reflux;

DOI:10.1021/acs.jafc.0c05997

Reference yield: 59.0%

1-benzylpyrrolidine-2-carboxamide (60169-70-2) → 1-[(2S)-N-Benzylpyrrolidin-2-yl]methanamine (96948-23-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

upstream raw materials:

(S)-1-benzyl-pyrrolidine-2-carboxylic acid amide

(S)-N-benzylprolinol

N-benzyl-(S)-proline methyl ester

N-benzyl-L-proline

Downstream raw materials:

(S)-2-Aminomethylpyrrolidin

1-{[(2S)-N-benzylpyrrolidin-2-yl]methyl}-4,5-dimethyl-1H-imidazole 3-oxide

1-{[(2S)-N-benzylpyrrolidin-2-yl]methyl}-4-methyl-5-phenyl-1H-imidazole 3-oxide

1-{[(2S)-N-benzylpyrrolidin-2-yl]methyl}-4,5-diphenyl-1H-imidazole 3-oxide

Refernces

• 1、 -. "RAS INHIBITORS AND METHODS OF USING THE SAME". Paragraph 000150. . Retrieved 2021/08/06.
• 2、 Wang, Haobing,Yang, Yang,Ma, Haiyan. "Exploring steric effects in diastereoselective synthesis of chiral aminophenolate zinc complexes and stereoselective ring-opening polymerization of rac-lactide". supporting information. p. 7356 - 7372. Retrieved 2016/08/06.