N-propylpyrrolidine-2-carboxamide

Base Information

• Chemical Name: N-propylpyrrolidine-2-carboxamide
• CAS No.: 84899-61-6
• Molecular Formula: C8H17N2O+
• Molecular Weight: 156.228
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL4573206
• DSSTox Substance ID: DTXSID70407244
• Mol file: 84899-61-6.mol

Synonyms:N-propylpyrrolidine-2-carboxamide;84899-61-6;1160708-87-1;HMS1783B01;SCHEMBL2794195;CHEMBL4573206;DTXSID70407244;AKOS000122376;AKOS016051231;CS-0221219;EN300-08615;N-propylpyrrolidine-2-carboxamide, AldrichCPR;Z56968526

Chemical Property of N-propylpyrrolidine-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.000225mmHg at 25°C
• Boiling Point: 325.8°Cat760mmHg
• Flash Point: 146°C
• PSA: 41.13000
• Density: g/cm³
• LogP: 0.98430
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 156.126263138
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

98%Min ^*data from raw suppliers

N-PROPYLPYRROLIDINE-2-CARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(=O)C1CCCN1

Technology Process of N-propylpyrrolidine-2-carboxamide

There total 10 articles about N-propylpyrrolidine-2-carboxamide 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: 91.0%

propylamine (107-10-8,42939-71-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → pyrrolidine-2-carboxylic acid propylamide (84899-61-6)

Guidance literature:

With tris(2,2,2-trifluoroethyl) borate; at 80 ℃; for 15h; under 760.051 Torr;

DOI:10.1039/c6cc05147b

Reference yield: 86.0%

(S)-tert-butyl 2-(propylcarbamoyl)pyrrolidine-1-carboxylate (876064-45-8) → pyrrolidine-2-carboxylic acid propylamide (84899-61-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/chem.201000654

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → pyrrolidine-2-carboxylic acid propylamide (84899-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HATU; diethylamine / dimethylformamide / 16 h / 25 °C

2: HCl / dioxane

With hydrogenchloride; diethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.07.020

upstream raw materials:

Benzyloxycarbonylproline Propylamide

(S)-tert-butyl 2-(propylcarbamoyl)pyrrolidine-1-carboxylate

1-(tert-butoxycarbonyl)-L-proline

L-proline

Downstream raw materials:

{(S)-1-[(S)-1-Methyl-2-oxo-2-((S)-2-propylcarbamoyl-pyrrolidin-1-yl)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester

Benzyloxycarbonylalanyl-proline Propylamide

Refernces

• 1、 Sabatini, Marco T.,Karaluka, Valerija,Lanigan, Rachel M.,Boulton, Lee T.,Badland, Matthew,Sheppard, Tom D.. "Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts". . p. 7033 - 7043. Retrieved 2018/05/04.
• 2、 Rodriguez-Llansola, Francisco,Miravet, Juan F.,Escuder, Beatriu. "Supramolecular catalysis with extended aggregates and gels: Inversion of stereoselectivity caused by self-assembly". supporting information; experimental part. p. 8480 - 8486. Retrieved 2010/09/05.