(S)-5-(Aminomethyl)pyrrolidin-2-one

Base Information

• Chemical Name: (S)-5-(Aminomethyl)pyrrolidin-2-one
• CAS No.: 145414-31-9
• Molecular Formula: C5H10 N2 O
• Molecular Weight: 114.147
• Hs Code.: 2933998090
• European Community (EC) Number: 694-454-2
• DSSTox Substance ID: DTXSID90556485
• Wikidata: Q72439632
• Mol file: 145414-31-9.mol

Synonyms:145414-31-9;(S)-5-(Aminomethyl)pyrrolidin-2-one;(S)-5-Aminomethyl-pyrrolidin-2-one;(5S)-5-(aminomethyl)pyrrolidin-2-one;S-5-(AMINOMETHYL)-2-PYRROLIDINONE;2-Pyrrolidinone, 5-(aminomethyl)-, (5S)-;2-Pyrrolidinone, 5-(aminomethyl)-, (S)-;MFCD06739064;SCHEMBL864422;DTXSID90556485;GFOAHABINHRDKL-BYPYZUCNSA-N;AMY21674;VFA41431;AKOS006295123;AS-80310;CS-0053135;EN300-297938;P10403;A808363

Chemical Property of (S)-5-(Aminomethyl)pyrrolidin-2-one

Chemical Property:

• Vapor Pressure: 0.000483mmHg at 25°C
• Refractive Index: 1.48
• Boiling Point: 313.9°C at 760 mmHg
• PKA: 16.06±0.40(Predicted)
• Flash Point: 143.6°C
• PSA: 55.12000
• Density: 1.076g/cm³
• LogP: 0.25280
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.079312947
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

98%min ^*data from raw suppliers

(S)-5-Aminomethyl-pyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC1CN
• Isomeric SMILES: C1CC(=O)N[C@@H]1CN

Technology Process of (S)-5-(Aminomethyl)pyrrolidin-2-one

There total 7 articles about (S)-5-(Aminomethyl)pyrrolidin-2-one 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: 100.0%

(+)-(S)-5-(azidomethyl)-2-pyrrolidone (145414-30-8) → (S)-5-aminomethyl-2-pyrrolidone (145414-31-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 23 ℃; for 4h;

DOI:10.1021/jm900303m

Reference yield: 100.0%

2-[[(2S)-5-oxopyrrolidin-2-yl]methyl]-dihydroisoindole-1,3-dione (138541-56-7) → (S)-5-aminomethyl-2-pyrrolidone (145414-31-9)

Guidance literature:

With hydrazine; In ethanol; for 4h; Reflux;

Reference yield:

(S)-Pyroglutaminol (17342-08-4) → (S)-5-aminomethyl-2-pyrrolidone (145414-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 16 h / -30 °C

2: hydrazine / ethanol / 4 h / Reflux

With di-isopropyl azodicarboxylate; triphenylphosphine; hydrazine; In tetrahydrofuran; ethanol;

upstream raw materials:

(+)-(S)-5-(azidomethyl)-2-pyrrolidone

(S)-Pyroglutaminol

methyl (S)-pyroglutamate

(S)-(-)-5-(Bromomethyl)-2-pyrrolidinone

Downstream raw materials:

tert-butyl (2S,3R)-3-hydroxy-4-[((S)-5-oxopyrrolidin-2-yl)-methylamino]-1-phenylbutan-2-ylcarbamate

Refernces

• 1、 Ghosh, Subrata K.,Ganzmann, Carola,Gladysz, John A.. "Synthesis of a series of ω-dimethylaminoalkyl substituted ethylenediamine ligands for use in enantioselective catalysis". . p. 1273 - 1280. Retrieved 2015/11/09.
• 2、 -. "IMIDAZO [1, 2 - B] PYRIDAZINE - BASED COMPOUNDS, COMPOSITIONS COMPRISING THEM, AND USES THEREOF". . . Retrieved 2013/09/26.