O^2'_,O3'-hydroxyphosphoryl-5-methyl-uridine

Base Information

• Chemical Name: O^2'_,O3'-hydroxyphosphoryl-5-methyl-uridine
• CAS No.: 47139-37-7
• Molecular Formula: C₁₀H₁₃N₂O₈P
• Molecular Weight: 320.196
• Mol file: 47139-37-7.mol

Synonyms:

Chemical Property of O^2'_,O3'-hydroxyphosphoryl-5-methyl-uridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O^2'_,O3'-hydroxyphosphoryl-5-methyl-uridine

There total 3 articles about O^2'_,O3'-hydroxyphosphoryl-5-methyl-uridine 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:

C10H13Cl2N2O7P → O2',O3'-hydroxyphosphoryl-5-methyl-uridine (47139-37-7) + Thymidin-5'-monophosphat (3590-47-4) + uridine 5'-(tetrahydrogen triphosphate) (23198-01-8,66097-68-5,80160-12-9) + C10H16N2O17P4

Guidance literature:

C₁₀H₁₃Cl₂N₂O₇P; With trimethyl phosphite; tri-n-butylammonium phosphate; tributyl-amine; In N,N-dimethyl-formamide; at 0 - 4 ℃;

With trimethyl phosphite; triethylamine carbonate; In water; N,N-dimethyl-formamide; at 0 - 20 ℃; Further byproducts given;

DOI:10.1016/S0223-5234(99)00211-1

Reference yield:

5-Methyluridine (1463-10-1,642082-80-2) → O2',O3'-hydroxyphosphoryl-5-methyl-uridine (47139-37-7) + Thymidin-5'-monophosphat (3590-47-4)

Guidance literature:

5-Methyluridine; With trichlorophosphate; at -5 - 0 ℃; for 12h;

With water; at 0 - 5 ℃; for 0.5h; Overall yield = 75 %;

DOI:10.1021/op5002066

Reference yield:

C10H13Cl2N2O7P → O2',O3'-hydroxyphosphoryl-5-methyl-uridine (47139-37-7) + thymidine-3'-phosphate (3352-22-5) + uridine 5'-(tetrahydrogen triphosphate) (23198-01-8,66097-68-5,80160-12-9) + Phosphoric acid mono-[(2R,3R,4R,5R)-4-hydroxy-5-hydroxymethyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:

C₁₀H₁₃Cl₂N₂O₇P; With trimethyl phosphite; tri-n-butylammonium phosphate; tributyl-amine; In N,N-dimethyl-formamide; at 0 - 4 ℃;

With trimethyl phosphite; triethylamine carbonate; In water; N,N-dimethyl-formamide; at 0 - 20 ℃; Further byproducts given;

DOI:10.1016/S0223-5234(99)00211-1

upstream raw materials:

5-Methyluridine

Refernces

• 1、 Knoblauch, Bernd H.A.,Mueller, Christa E.,Jaerlebark, Leif,Lawoko, Grace,Kottke, Thomas,Wikstroem, Martin A.,Heilbronn, Edith. "5-Substituted UTP derivatives as P2Y2 receptor agonists". . p. 809 - 824. Retrieved 2007/10/03.