5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate

Base Information

• Chemical Name: 5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate
• CAS No.: 87414-22-0
• Molecular Formula: C15H15 N2 O10 P
• Molecular Weight: 0
• Mol file: 87414-22-0.mol

Synonyms:5-Bqdp;

Chemical Property of 5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate

Chemical Property:

• PSA: 195.29000
• LogP: -1.20200

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate

There total 2 articles about 5-(4-benzoquinonyl)-2'-deoxyuridine 5'-phosphate 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: 54.0%

5-(2,5-dimethoxyphenyl)-2'-deoxyuridine 5'-phosphate bis triethylammonium salt (87414-27-5) → 5-p-benzoquinonyl-2'-deoxyuridine 5'-phosphate (87414-22-0)

Guidance literature:

With silver(II) oxide; nitric acid; In water; for 0.166667h;

DOI:10.1021/jm00361a016

Reference yield:

5-(2,5-dimethoxyphenyl)-2'-deoxyuridine (76756-32-6) → 5-p-benzoquinonyl-2'-deoxyuridine 5'-phosphate (87414-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / phosphorus oxychloride, pyridine, water / acetonitrile / 10 h / 0 °C

2: 54 percent / silver(II) oxide, 6N nitric acid / H₂O / 0.17 h

With pyridine; silver(II) oxide; water; nitric acid; trichlorophosphate; In water; acetonitrile;

DOI:10.1021/jm00361a016

Reference yield:

5-p-benzoquinonyl-2'-deoxyuridine 5'-phosphate (87414-22-0) → Phosphoric acid mono-{(2R,3S,5R)-5-[5-(2,5-dihydroxy-phenyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-3-hydroxy-tetrahydro-furan-2-ylmethyl} ester (87414-28-6)

Guidance literature:

With sodium tetrahydroborate; In water;

DOI:10.1021/jm00361a016

upstream raw materials:

5-(2,5-dimethoxyphenyl)-2'-deoxyuridine 5'-phosphate bis triethylammonium salt

5-(2,5-dimethoxyphenyl)-2'-deoxyuridine

Downstream raw materials:

Phosphoric acid mono-{(2R,3S,5R)-5-[5-(2,5-dihydroxy-phenyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-3-hydroxy-tetrahydro-furan-2-ylmethyl} ester