5-Iodo-2'-deoxyuridine triphosphate

Base Information

• Chemical Name: 5-Iodo-2'-deoxyuridine triphosphate
• CAS No.: 3731-55-3
• Molecular Formula: C9H14 I N2 O14 P3
• Molecular Weight: 594.04
• DSSTox Substance ID: DTXSID20958438
• Nikkaji Number: J508.344C
• Wikidata: Q82938947
• Mol file: 3731-55-3.mol

Synonyms:5-iodo-2'-deoxyuridine triphosphate;5-iodo-2'-deoxyuridine triphosphate, tetrasodium salt

Chemical Property of 5-Iodo-2'-deoxyuridine triphosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 273.57000
• Density: 2.35g/cm³
• LogP: -0.86710
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 8
• Exact Mass: 593.87026
• Heavy Atom Count: 29
• Complexity: 857

Purity/Quality:

97% ^*data from raw suppliers

2'-Deoxy-5-iodouridine-5'-triphosphate sodium salt - 10mM aqueous solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=C(C(=O)NC2=O)I)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)I)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O

Technology Process of 5-Iodo-2'-deoxyuridine triphosphate

There total 5 articles about 5-Iodo-2'-deoxyuridine 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: 79.0%

2'-deoxyuridine-5'-triphosphate (1173-82-6,94234-60-3) → 8-iodo-2'-deoxyuridine-5'-O-triphosphate (3731-55-3)

Guidance literature:

With N-iodo-succinimide; sodium azide; In water; for 15h; regioselective reaction;

DOI:10.1080/15257770.2014.978013

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 8-iodo-2'-deoxyuridine-5'-O-triphosphate (3731-55-3)

Guidance literature:

5-Iodo-2'-deoxyuridine; With trimethyl phosphite; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; trichlorophosphate; at -20 ℃;

With tributyl-amine; tri-n-butylamine pyrophosphate; In N,N-dimethyl-formamide; for 0.0833333h;

DOI:10.1016/j.bmc.2017.03.045

Reference yield:

2'-deoxy-5-iodouridine-3'-acetate (84043-24-3) → 8-iodo-2'-deoxyuridine-5'-O-triphosphate (3731-55-3)

Guidance literature:

2'-deoxy-5-iodouridine-3'-acetate; With pyridine; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

With tributyl-amine; tri(n-butyl)ammonium pyrophosphate; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

With pyridine; iodine; In water; N,N-dimethyl-formamide; for 0.333333h; Further stages.;

DOI:10.1002/chem.200304944

upstream raw materials:

2'-deoxy-5-iodouridine-3'-acetate

2'-deoxyuridine-5'-triphosphate

5-Iodo-2'-deoxyuridine

2'-deoxyuridine

Downstream raw materials:

5-[4''-(5'''-aminobenzo[d]oxazol-2'''-yl)-2''-fluorophenyl]-2'-deoxyuridine 5'-O-triphosphate

5-[4''-(benzo[d]oxazol-2'''-yl)-2''-fluorophenyl]-2'-deoxyuridine 5'-O-triphosphate

5-[4''-(benzofuran-2'''-yl)-2''-fluorophenyl]-2'-deoxyuridine 5'-O-triphosphate

2'-deoxy-5-(3-nitrophenyl)uridine 5'-O-triphosphate