2-Chloro-2'-deoxyadenosine triphosphate

Base Information

• Chemical Name: 2-Chloro-2'-deoxyadenosine triphosphate
• CAS No.: 106867-30-5
• Molecular Formula: C₁₀H₁₅ClN₅O₁₂P₃
• Molecular Weight: 525.63
• Mol file: 106867-30-5.mol

Synonyms:2-chloro-2'-deoxyadenosine triphosphate;2-chloro-dATP

Chemical Property of 2-Chloro-2'-deoxyadenosine triphosphate

Chemical Property:

• Boiling Point: 845°Cat760mmHg
• Flash Point: 464.9°C
• Density: 2.57g/cm³
• XLogP3: -3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 524.9618596
• Heavy Atom Count: 31
• Complexity: 805

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=C(N=C32)Cl)N)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O

Technology Process of 2-Chloro-2'-deoxyadenosine triphosphate

There total 3 articles about 2-Chloro-2'-deoxyadenosine 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: 47.0%

[3H]-2-Chloro-2'-deoxy-adenosine monophosphate → 2-chloro-2'-deoxyadenosine-5'-trisphosphate (106867-30-5)

Guidance literature:

[3H]-2-Chloro-2'-deoxy-adenosine monophosphate; With tributyl-amine; 1,1'-carbonyldiimidazole; In methanol; N,N-dimethyl-formamide; at 20 ℃;

With bis(tri-n-butylammonium) pyrophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1016/j.bcp.2003.09.015

Reference yield:

2-chloro-2'-deoxyadenosine (4291-63-8) → 2-chloro-2'-deoxyadenosine-5'-trisphosphate (106867-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 63 percent / trimethyl phosphate; POCl₃ / 0.75 h / 0 °C

2.1: tri-n-butylamine; 1,1'-carbonyldiimidazole / dimethylformamide; methanol / 20 °C

2.2: 47 percent / bis(tri-n-butylammonium)pyrophosphate / dimethylformamide / 14 h / 20 °C

With trimethyl phosphite; tributyl-amine; 1,1'-carbonyldiimidazole; trichlorophosphate; In methanol; N,N-dimethyl-formamide; 1.1: Yoshikawa reaction;

DOI:10.1016/j.bcp.2003.09.015

Reference yield:

C10H11Cl3N5O4P (1233921-76-0) → 2-chlorodeoxyadenosine diphosphate + [3H]-2-Chloro-2'-deoxy-adenosine monophosphate + 2-chloro-2'-deoxyadenosine-5'-trisphosphate (106867-30-5)

Guidance literature:

C₁₀H₁₁Cl₃N₅O₄P; 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:

2-chloro-2'-deoxyadenosine

C₁₀H₁₁Cl₃N₅O₄P