(3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine

Base Information

• Chemical Name: (3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine
• CAS No.: 144043-17-4
• Molecular Formula: C12H18N2
• Molecular Weight: 190.288
• Hs Code.: 2933990090
• European Community (EC) Number: 678-005-8
• DSSTox Substance ID: DTXSID50434477
• Nikkaji Number: J382.960J
• Wikidata: Q76414990
• Mol file: 144043-17-4.mol

Synonyms:144043-17-4;(3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine;(3R)-1-benzyl-N-methylpyrrolidin-3-amine;(R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine;(R)-1-benzyl-N-methylpyrrolidin-3-amine;(R)-1-Benzyl-3-(methylamino)pyrrolidine;3-Pyrrolidinamine, N-methyl-1-(phenylmethyl)-, (R)-;(3R)-(-)-Benzyl-3-(Methylamino)Pyrrolidine;MFCD00191309;SCHEMBL724604;DTXSID50434477;UEAYAIWNQQWSBK-GFCCVEGCSA-N;AC1135;AKOS015839149;AC-2786;BP-12601;CS-11020;A3115;CS-0207581;((R)-1-benzyl-pyrrolidin-3-yl)-methyl-amine;[3R,(?)]-1-Benzyl-3-(methylamino)pyrrolidine;J-007905;(3R)-1-Benzyl-N-methyl-3-pyrrolidinamine, AldrichCPR;3-Pyrrolidinamine, N-methyl-1-(phenylmethyl)-, (3R)-

Chemical Property of (3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine

Chemical Property:

• Refractive Index: -3 ° (C=10, EtOH)
• Boiling Point: 273.066 °C at 760 mmHg
• PKA: 10.16±0.20(Predicted)
• Flash Point: 105.62 °C
• PSA: 15.27000
• Density: 1.029 g/cm³
• LogP: 1.80910
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• 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:

98%min ^*data from raw suppliers

(3R)-1-benzyl-N-methylpyrrolidin-3-amine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1CCN(C1)CC2=CC=CC=C2
• Isomeric SMILES: CN[C@@H]1CCN(C1)CC2=CC=CC=C2

Technology Process of (3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine

There total 6 articles about (3R)-(-)-1-Benzyl-3-(methylamino)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: 98.6%

(3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine (131878-23-4) → (3R)-1-benzyl-N-methylpyrrolidin-3-amine (144043-17-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -40 ℃; for 4h; Reflux;

DOI:10.1016/j.bmc.2018.01.021

Reference yield: 72.0%

(3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine (116183-79-0) + methylamine (74-89-5) → (3R)-1-benzyl-N-methylpyrrolidin-3-amine (144043-17-4)

Guidance literature:

In ethanol; at 140 ℃; for 20h;

DOI:10.1021/jm00100a028

Reference yield:

(S)-N-benzyl-3-hydroxypyrrolidine (101385-90-4) → (3R)-1-benzyl-N-methylpyrrolidin-3-amine (144043-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / pyridine / 48 h / 10 °C

2: 72 percent / ethanol / 20 h / 140 °C

With pyridine; In ethanol;

DOI:10.1021/jm00100a028

upstream raw materials:

(3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine

methylamine

(S)-N-benzyl-3-hydroxypyrrolidine

(R)-1-benzyl-3-aminopyrrolidine

Downstream raw materials:

(1-benzyl-(3R)-pyrrolidin-3-yl)methylcarbamic acid tert-butyl ester

Refernces

• 1、 -. "JANUS KINASE 1 SELECTIVE INHIBITOR AND PHARMACEUTICAL USE THEREOF". Paragraph 0086-0088. . Retrieved 2018/06/07.
• 2、 Cesare, P. Di,Bouzard, D.,Essiz, M.,Jacquet, J. P.,Ledoussal, B.,et al.. "Fluoronaphthyridines and -quinolines as Antibacterial Agents. 5. Synthesis and Antimicrobial Activity of Chiral 1-tert-Butyl-6-fluoro-7-substituted-naphthyridones". . p. 4205 - 4213. Retrieved 2007/10/02.