2',2'-difluorodeoxycytidine 5'-triphosphate

Base Information

• Chemical Name: 2',2'-difluorodeoxycytidine 5'-triphosphate
• CAS No.: 110988-86-8
• Molecular Formula: C₉H₁₄F₂N₃O₁₃P₃
• Molecular Weight: 503.141
• Mol file: 110988-86-8.mol

Synonyms:2',2'-Difluoro-2'-deoxycytidinetriphosphate; 2',2'-Difluorodeoxycytidine 5'-triphosphate; Gemcitabinetriphosphate; dFdCTP

Chemical Property of 2',2'-difluorodeoxycytidine 5'-triphosphate

Chemical Property:

• Boiling Point: 797.7°Cat760mmHg
• PKA: 0.80±0.50(Predicted)
• Flash Point: 436.2°C
• PSA: 279.62000
• Density: 2.43g/cm³
• LogP: -0.35640

Purity/Quality:

99% ^*data from raw suppliers

2'-Deoxy-2',2'-difluorocytidine 5'-triphosphate triethylammonium salt - Aqueous solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',2'-difluorodeoxycytidine 5'-triphosphate

There total 5 articles about 2',2'-difluorodeoxycytidine 5'-triphosphate 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: 88.0%

2'-deoxy-2',2'-difluorocytidine 5-diphosphate → 2′,2′-difluorodeoxycytidine triphosphate (110988-86-8)

Guidance literature:

With pyruvate kinase; phosphoenolpyruvic acid; potassium chloride; magnesium chloride; In water; at 37 ℃; for 1h; pH=7.5; Tris buffer; Enzymatic reaction;

DOI:10.1021/bi902132u

Reference yield:

C9H10Cl2F2N3O5P → Gemcitabine monophosphate (116371-67-6) + 2′,2′-difluorodeoxycytidine triphosphate (110988-86-8)

Guidance literature:

C₉H₁₀Cl₂F₂N₃O₅P; With tributyl-amine; bis(tri-n-butylammonium) pyrophosphate; In N,N-dimethyl-formamide; Cooling with ice;

With water; triethylamine carbonate; In N,N-dimethyl-formamide; pH=Ca. 8.5;

DOI:10.1080/15257770903451546

Reference yield:

C9H10Cl2F2N3O5P → 2'-deoxy-2',2'-difluorocytidine 5-diphosphate + Gemcitabine monophosphate (116371-67-6) + 2′,2′-difluorodeoxycytidine triphosphate (110988-86-8)

Guidance literature:

C₉H₁₀Cl₂F₂N₃O₅P; With tributyl-amine; phosphoric acid; In N,N-dimethyl-formamide; Cooling with ice;

With water; triethylamine carbonate; In N,N-dimethyl-formamide; pH=Ca. 8.5;

DOI:10.1080/15257770903451546

upstream raw materials:

C₁₇H₁₄F₈N₅O₈P

Refernces

• 1、 Huang, Zhen,Li, Chuncheng,Li, Na,Luo, Danyan,Tang, Shuo,Yang, Shuzhang. "New Mechanism of Gemcitabine and Its Phosphates: DNA Polymerization Disruption via 3′-5′ Exonuclease Inhibition". . p. 4344 - 4352. Retrieved 2020.
• 2、 Lohman, Gregory J.S.,Stubbe, Joanne. "Inactivation of lactobacillus leichmannii ribonucleotide reductase by 2',2'-difluoro2'-deoxycytidine s'-triphosphate: Covalent modification". experimental part. p. 1404 - 1417. Retrieved 2011/02/21.