(S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine

Base Information

• Chemical Name: (S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine
• CAS No.: 70371-56-1
• Molecular Formula: C₁₃H₂₀N₂
• Molecular Weight: 204.315
• European Community (EC) Number: 678-343-6
• DSSTox Substance ID: DTXSID10500061
• Nikkaji Number: J209.079A
• Wikidata: Q76422832
• Mol file: 70371-56-1.mol

Synonyms:70371-56-1;(S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine;(S)-2,6-dimethyl-N-(pyrrolidin-2-ylmethyl)aniline;2,6-dimethyl-N-[[(2S)-pyrrolidin-2-yl]methyl]aniline;2,6-Dimethyl-N-{[(2S)-pyrrolidin-2-yl]methyl}aniline;chiralagent;(S)-2-(2,6-XYLIDINOMETHYL)PYRROLIDINE;SCHEMBL6624555;DTXSID10500061;AKOS015853700;A9284;CS-0199829;2-Pyrrolidinemethanamine,N-(2,6-dimethylphenyl)-,(2S)-

Chemical Property of (S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine

Chemical Property:

• Appearance/Colour: transparent liquid
• Vapor Pressure: 7.82E-05mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 341.9 °C at 760 mmHg
• Flash Point: 202 °C
• PSA: 24.06000
• Density: 1.01 g/cm³
• LogP: 2.86910
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.162648646
• Heavy Atom Count: 15
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

(S)-2,6-Dimethyl-N-(pyrrolidin-2-ylmethyl)aniline 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NCC2CCCN2
• Isomeric SMILES: CC1=C(C(=CC=C1)C)NC[C@@H]2CCCN2

Technology Process of (S)-(+)-2-(2,6-Xylidinomethyl)pyrrolidine

There total 5 articles about (S)-(+)-2-(2,6-Xylidinomethyl)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:

(S)-2-(2,6-Dimethyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester (367521-65-1) → (S)-2-(2,6-xylidinomethyl)pyrrolidine (70371-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / methanol / 3 h

2: LiAlH₄ / tetrahydrofuran / Heating

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(01)93286-7

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-2-(2,6-xylidinomethyl)pyrrolidine (70371-56-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃

2: N-methylmorpholine, ethyl chloroformate / ethyl acetate / -15 degC, 1 h and 0 degC, 1 h

3: H₂ / Pd-C / methanol / 3 h

4: LiAlH₄ / tetrahydrofuran / Heating

With 4-methyl-morpholine; lithium aluminium tetrahydride; hydrogen; chloroformic acid ethyl ester; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1016/S0040-4020(01)93286-7

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → (S)-2-(2,6-xylidinomethyl)pyrrolidine (70371-56-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine, ethyl chloroformate / ethyl acetate / -15 degC, 1 h and 0 degC, 1 h

2: H₂ / Pd-C / methanol / 3 h

3: LiAlH₄ / tetrahydrofuran / Heating

With 4-methyl-morpholine; lithium aluminium tetrahydride; hydrogen; chloroformic acid ethyl ester; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate;

DOI:10.1016/S0040-4020(01)93286-7

upstream raw materials:

(S)-[N-(2,6-dimethylphenyl)]-2-pyrrolidinecarboxamide

(S)-2-(2,6-Dimethyl-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester

L-proline

N-Benzyloxycarbonyl-L-proline

Refernces