5'-S-(4-hydroxyphenyl)-5'-thiouridine

Base Information

• Chemical Name: 5'-S-(4-hydroxyphenyl)-5'-thiouridine
• CAS No.: 136721-71-6
• Molecular Formula: C₁₅H₁₆N₂O₆S
• Molecular Weight: 352.368
• Mol file: 136721-71-6.mol

Synonyms:5'-S-(4-hydroxyphenyl)-5'-thiouridine

Chemical Property of 5'-S-(4-hydroxyphenyl)-5'-thiouridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-S-(4-hydroxyphenyl)-5'-thiouridine

There total 2 articles about 5'-S-(4-hydroxyphenyl)-5'-thiouridine 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: 92.0%

4-sulfanylphenol (637-89-8) + 5'-chloro-5'-deoxyuridine (19556-54-8,24514-28-1,69260-69-1) → 5'-S-(4-hydroxyphenyl)-5'-thiouridine (136721-71-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; -30 deg C to r.t., overnight;

DOI:10.1139/v91-217

Reference yield:

5'-chloro-O2',O3'-sulfinyl-5'-deoxy-uridine (86286-91-1) → 5'-S-(4-hydroxyphenyl)-5'-thiouridine (136721-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: conc.NH₄OH / methanol; H₂O / 1 h / Ambient temperature

2: 92 percent / NaH / dimethylformamide / -30 deg C to r.t., overnight

With ammonium hydroxide; sodium hydride; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1139/v91-217

Reference yield: 99.0%

acetic anhydride (108-24-7) + 5'-S-(4-hydroxyphenyl)-5'-thiouridine (136721-71-6) → 2',3'-di-O-acetyl-5'-S-<4-(acetyloxy)phenyl>-5'-thiouridine (136721-73-8)

Guidance literature:

With dmap; Ambient temperature;

DOI:10.1021/jo00024a033

upstream raw materials:

4-sulfanylphenol

5'-chloro-5'-deoxyuridine

5'-chloro-O^2'_,O3'-sulfinyl-5'-deoxy-uridine

Downstream raw materials:

2',3'-di-O-acetyl-5'-S-<4-(acetyloxy)phenyl>-5'-thiouridine

5-S'-(4-hydroxyphenyl)-2',3'-O-isopropylidene-5'-thiouridine

5'-deoxy-5'-<(4-hydroxyphenyl)sulfinyl>-2',3'-O-isopropylideneuridine

2',3'-di-O-acetyl-5'-<<4-(acetyloxy)phenyl>sulfinyl>-5'-deoxyuridine

Refernces