(-)-2-Difluoromethylornithine

Base Information

• Chemical Name: (-)-2-Difluoromethylornithine
• CAS No.: 66640-93-5
• Molecular Formula: C6H12F2N2O2
• Molecular Weight: 182.16800
• UNII: 7E78PG13CL
• Nikkaji Number: J285.397C
• Wikidata: Q27268141
• ChEMBL ID: CHEMBL500575
• Mol file: 66640-93-5.mol

Synonyms:D-EFLORNITHINE;Eflornithine, (R)-;D-Ornithine, 2-(difluoromethyl)-;103957-16-0;UNII-C780YUS9YI;L-alpha-Difluoromethylornithine;7E78PG13CL;(-)-2-Difluoromethylornithine;MMV001625;Ornithine, 2-(difluoromethyl)-, (+)-;(R)-2,5-Diamino-2-(difluoromethyl)pentanoic acid;C780YUS9YI;L-Ornithine, 2-(difluoromethyl)-;(R)-eflornithine;Lopac-D-193;UNII-7E78PG13CL;SCHEMBL60699;2-(difluoromethyl)-d-ornithine;CHEMBL500575;VLCYCQAOQCDTCN-LURJTMIESA-N;alpha-(Difluoromethyl)-D-ornithine;NCGC00015316-01;Q27268141

Chemical Property of (-)-2-Difluoromethylornithine

Chemical Property:

• Boiling Point: 347.0±42.0 °C(Predicted)
• PKA: 1.22±0.44(Predicted)
• PSA: 89.34000
• Density: 1.293±0.06 g/cm3(Predicted)
• LogP: 1.17310
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 182.08668395
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98% ^*data from raw suppliers

Difluoromethylornithine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CC(C(F)F)(C(=O)O)N)CN
• Isomeric SMILES: C(C[C@](C(F)F)(C(=O)O)N)CN

Technology Process of (-)-2-Difluoromethylornithine

There total 8 articles about (-)-2-Difluoromethylornithine 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: 88.2%

ethyl 2,5-diamino-2-(difluoromethyl)pentanoate dihydrochloride → eflornithine (70052-12-9,66640-93-5)

Guidance literature:

With hydrogenchloride; at 110 ℃;

DOI:10.1016/j.tetlet.2005.02.146

Reference yield:

dibenzylidene ornithine ethyl ester → dibenzylidene α-difluoromethylornithine ethyl ester + eflornithine (70052-12-9,66640-93-5)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; dichloromethane;

Reference yield:

ethyl 2-(diphenylmethylene)amino-2-difluoromethyl-4-cyanobutanoate (501011-48-9) → eflornithine (70052-12-9,66640-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93.3 percent / aq. HCl; MTBE / 1.5 h / 20 °C

2: 76.2 percent / hydrogen; concd. HCl / Pt/C / ethanol / 63 h / 4912.91 Torr

3: 88.2 percent / concd. HCl / 110 °C

With hydrogenchloride; tert-butyl methyl ether; hydrogen; platinum on activated charcoal; In ethanol;

DOI:10.1016/j.tetlet.2005.02.146

upstream raw materials:

ethyl 2-amino-2-difluoromethyl-4-cyanobutanoate

ethyl 2-(diphenylmethylene)amino-2-difluoromethyl-4-cyanobutanoate

Downstream raw materials:

DL-α-difluoromethylarginine

Refernces

• 1、 -. "Method of inhibiting the growth of protozoa". . . Retrieved 2008/06/13.
• 2、 -. "Method of inhibiting algae". . . Retrieved 2008/06/13.