(S,E)-1-(But-2-enoyl)pyrrolidine-2-carboxamide

Base Information

• Chemical Name: (S,E)-1-(But-2-enoyl)pyrrolidine-2-carboxamide
• CAS No.: 188300-63-2
• Molecular Formula: C₉H₁₄N₂O₂
• Molecular Weight: 182.222
• European Community (EC) Number: 606-137-8
• DSSTox Substance ID: DTXSID501197518
• Nikkaji Number: J941.885G
• Mol file: 188300-63-2.mol

Synonyms:188300-63-2;(S,E)-1-(But-2-enoyl)pyrrolidine-2-carboxamide;(2S)-1-[(E)-but-2-enoyl]pyrrolidine-2-carboxamide;2-Pyrrolidinecarboxamide,1-(1-oxo-2-butenyl)-,[S-(E)]-(9CI);DTXSID501197518;(2S)-1-[(2E)-1-Oxo-2-buten-1-yl]-2-pyrrolidinecarboxamide

Chemical Property of (S,E)-1-(But-2-enoyl)pyrrolidine-2-carboxamide

Chemical Property:

• Refractive Index: 1.535
• PSA: 63.40000
• LogP: 0.67700
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.105527694
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC(=O)N1CCCC1C(=O)N
• Isomeric SMILES: C/C=C/C(=O)N1CCC[C@H]1C(=O)N

Technology Process of (S,E)-1-(But-2-enoyl)pyrrolidine-2-carboxamide

There total 4 articles about (S,E)-1-(But-2-enoyl)pyrrolidine-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:

C11H15NO5 → (S)-N-crotonoyl-prolinamide (188300-63-2)

Guidance literature:

With ammonium hydroxide; In water; for 2h; Ambient temperature;

DOI:10.1039/a705390h

Reference yield:

(S)-1-((E)-But-2-enoyl)-pyrrolidine-2-carboxylic acid (65926-62-7) → (S)-N-crotonoyl-prolinamide (188300-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1 h / -20 °C

2: NH₄OH / H₂O / 2 h / Ambient temperature

With ammonium hydroxide; triethylamine; In dichloromethane; water;

DOI:10.1039/a705390h

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (S)-N-crotonoyl-prolinamide (188300-63-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / H₂O; acetone / 3 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 1 h / -20 °C

3: NH₄OH / H₂O / 2 h / Ambient temperature

With ammonium hydroxide; sodium hydroxide; triethylamine; In dichloromethane; water; acetone;

DOI:10.1039/a705390h

upstream raw materials:

crotonyl chloride

L-proline

(S)-1-((E)-But-2-enoyl)-pyrrolidine-2-carboxylic acid

Downstream raw materials:

(S)-1-(3-Hydroxy-2-phenylselanyl-butyryl)-pyrrolidine-2-carboxylic acid amide