thymidine 5'-O-(1-thiotriphosphate)

Base Information

• Chemical Name: thymidine 5'-O-(1-thiotriphosphate)
• CAS No.: 18883-94-8
• Molecular Formula: C₁₀H₁₇N₂O₁₃P₃S
• Molecular Weight: 498.238
• Mol file: 18883-94-8.mol

Synonyms:Thiotriphosphoricacid ((HO)2P(O)O(O)(O)P(OH)OP(S)(OH)2), 5'-monoester with thymidine (8CI); 29:PN: WO2006125094 PAGE: 28 claimed DNA

Chemical Property of thymidine 5'-O-(1-thiotriphosphate)

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 288.85000
• Density: 1.925g/cm³
• LogP: 0.01600

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of thymidine 5'-O-(1-thiotriphosphate)

There total 4 articles about thymidine 5'-O-(1-thiotriphosphate) 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:

C12H15N2O14P3S(4-) → TTP(α-S) (18883-94-8)

Guidance literature:

With ammonia; In acetonitrile; at 55 ℃; for 6h;

DOI:10.1021/ol050617r

Reference yield:

3'-O-acetylthymidine (21090-30-2) → TTP(α-S) (18883-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / pyridine; sulfur / 16 h

2: 58 percent Spectr_. / DBU; tris(tetra-n-butylammonium) pyrophosphate / acetonitrile / 2 h

3: ammonia / acetonitrile / 6 h / 55 °C

With pyridine; ammonia; tris(tetra-n-butylammonium) hydrogen pyrophosphate; sulfur; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/ol050617r

Reference yield:

3'-O-acetylthymidine 5'-O-(2-thio-1,3,2-oxathiaphospholane) (193093-34-4) → TTP(α-S) (18883-94-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent Spectr_. / DBU; tris(tetra-n-butylammonium) pyrophosphate / acetonitrile / 2 h

2: ammonia / acetonitrile / 6 h / 55 °C

With ammonia; tris(tetra-n-butylammonium) hydrogen pyrophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/ol050617r

upstream raw materials:

thymidine

3'-O-acetylthymidine

3'-O-acetylthymidine 5'-O-(2-thio-1,3,2-oxathiaphospholane)

Refernces

• 1、 Misiura, Konrad,Szymanowicz, Daria,Stec, Wojciech J.. "Synthesis of nucleoside α-thiotriphosphates via an oxathiaphospholane approach". . p. 2217 - 2220. Retrieved 2007/10/03.