Jatropham

Base Information

• Chemical Name: Jatropham
• CAS No.: 50656-76-3
• Molecular Formula: C₅H₇NO₂
• Molecular Weight: 113.116
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60198699
• Nikkaji Number: J10.225C
• Wikidata: Q3163049
• Mol file: 50656-76-3.mol

Synonyms:5-hydroxy-3-methyl-3-pyrrolin-2-one;jatropham

Chemical Property of Jatropham

Chemical Property:

• Vapor Pressure: 2E-07mmHg at 25°C
• Boiling Point: 382.5°C at 760 mmHg
• PKA: 11.79±0.40(Predicted)
• Flash Point: 185.1°C
• PSA: 52.82000
• Density: 1.263g/cm³
• LogP: -0.34320
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.047678466
• Heavy Atom Count: 8
• Complexity: 151

Purity/Quality:

95% ^*data from raw suppliers

JATROPHAM 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(NC1=O)O
• Isomeric SMILES: CC1=C[C@H](NC1=O)O

Technology Process of Jatropham

There total 5 articles about Jatropham 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: 35.0%

vinyl acetate (108-05-4,9003-20-7) + 5-hydroxy-3-methyl-1,5-dihydropyrrol-2-one (37772-60-4) → (R)-(-)-5-hydroxy-3-methyl-3-pyrrolin-2-one (50656-76-3) + acetic acid 4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl ester

Guidance literature:

With lipase PL (Alcaligenes spec.); In 1,4-dioxane; at 25 ℃; for 6h;

DOI:10.1016/S0040-4039(00)01745-7

Reference yield: 35.0%

5-hydroxy-3-methyl-1,5-dihydropyrrol-2-one (37772-60-4) + citraconimide (1072-87-3) → (R)-(-)-5-hydroxy-3-methyl-3-pyrrolin-2-one (50656-76-3)

Guidance literature:

citraconimide; With diisobutylaluminium hydride; In tetrahydrofuran; acetonitrile;

5-hydroxy-3-methyl-1,5-dihydropyrrol-2-one; With vinyl acetate; Lipase PL;

DOI:10.1016/S0957-4166(99)00513-3

Reference yield:

citraconimide (1072-87-3) → (R)-(-)-5-hydroxy-3-methyl-3-pyrrolin-2-one (50656-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / DIBAL / tetrahydrofuran

2.1: DIBAL / tetrahydrofuran; acetonitrile

2.2: 35 percent / lipase PL; vinyl acetate

With diisobutylaluminium hydride; In tetrahydrofuran; acetonitrile; 1.1: Reduction / 2.1: Reduction / 2.2: kinetic resolution;

DOI:10.1016/S0957-4166(99)00513-3

upstream raw materials:

jatropham 5-O-β-D-glucopyranoside

5-hydroxy-3-methyl-1,5-dihydropyrrol-2-one

citraconimide

vinyl acetate