4-nitrophenyl 3'-thymidylate

Base Information

• Chemical Name: 4-nitrophenyl 3'-thymidylate
• CAS No.: 16562-50-8
• Molecular Formula: C16H18 N3 O10 P
• Molecular Weight: 443.307
• Mol file: 16562-50-8.mol

Synonyms:3'-Thymidylicacid, mono(p-nitrophenyl) ester (8CI); 3'-Thymidylic acid, p-nitrophenyl ester(7CI); 4-Nitrophenyl thymidine 3'-monophosphate; Deoxythymidine3'-p-nitrophenyl phosphate; Thymidine 3'-(4-nitrophenyl) phosphate; Thymidine3'-(p-nitrophenyl) phosphate; p-Nitrophenyl thymidine 3'-phosphate

Chemical Property of 4-nitrophenyl 3'-thymidylate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 195.71000
• Density: 1.597g/cm³
• LogP: 1.12080

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-nitrophenyl 3'-thymidylate

There total 7 articles about 4-nitrophenyl 3'-thymidylate 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: 80.0%

5'-O-monomethoxytritylthymidine 3'-O-(4-nitrophenyl) phosphoranilidate (75414-48-1) → thymidine 3'-O-(4-nitrophenyl)phosphate (16562-50-8)

Guidance literature:

With carbon dioxide; sodium hydride; In pyridine;

DOI:10.1039/c39800000524

Reference yield:

4-(4-nitrophenoxy)butanoic acid (28341-54-0) → thymidine 3'-O-(4-nitrophenyl)phosphate (16562-50-8)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphoryl chloride

2: pyridine / Erhitzen des Reaktionsprodukts mit wss.Essigsaeure

With pyridine; trichlorophosphate;

DOI:10.1021/ja01526a051

Reference yield:

1-dichlorophosphoryloxy-4-nitro-benzene (777-52-6) + 5'-O-tritylthymidine (7791-71-1) → thymidine 3'-O-(4-nitrophenyl)phosphate (16562-50-8)

Guidance literature:

With pyridine; Erhitzen des Reaktionsprodukts mit wss.Essigsaeure;

DOI:10.1021/ja01526a051

upstream raw materials:

1-dichlorophosphoryloxy-4-nitro-benzene

5'-O-tritylthymidine

5'-O-monomethoxytritylthymidine 3'-O-(4-nitrophenyl) phosphoranilidate

O-(4-nitrophenyl)-N-phenylphosphoramidochloridate

Downstream raw materials:

p-nitrophenolate

Refernces

• 1、 Niewiarowski, Wojcieh,Stec, Wojcieh J.,Zielinski, Wojcieh S.. "Synthesis of 4-Nitrophenyl Esters of Thymidine 3'-Phosphate and 3'-Phosphorothioate using a New Phosphorylating Agent". . p. 524 - 525. Retrieved 2007/10/02.