Methyl thymidine 5'-phosphate

Base Information

• Chemical Name: Methyl thymidine 5'-phosphate
• CAS No.: 55728-65-9
• Molecular Formula: C₁₁H₁₇N₂O₈P
• Molecular Weight: 336.238
• Nikkaji Number: J705.578A
• Mol file: 55728-65-9.mol

Synonyms:Methyl thymidine 5'-phosphate;5'-Thymidylic acid, monomethyl ester;55728-65-9;C11H17N2O8P;SCHEMBL8389089;5'-Thymidylic acid methyl ester

Chemical Property of Methyl thymidine 5'-phosphate

Chemical Property:

• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 336.07225250
• Heavy Atom Count: 22
• Complexity: 550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)OC)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OC)O

Technology Process of Methyl thymidine 5'-phosphate

There total 6 articles about Methyl thymidine 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: 66.0%

methanol (67-56-1) + thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) → thymidine 5'-(methyl hydrogenphosphate) (55728-65-9)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; at 30 ℃; for 24h;

DOI:10.1246/bcsj.56.1826

Reference yield: 15.0%

2,2,2-trimethoxy-4,5-diphenyl-2,2-dihydro-1,3,2-dioxaphospholene (4850-55-9) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → thymidine 5'-(methyl hydrogenphosphate) (55728-65-9) + thymidylyl (3',5')thymidine (1969-54-6) + Phosphoric acid (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 2-oxo-1,2-diphenyl-ethyl ester

Guidance literature:

With pyridine; at 23 ℃; for 12h;

DOI:10.1080/00397919508015506

Reference yield:

thymidylyl-(3'-(methyl)5')-thymidylyl-(3'-(methyl)5')-thymidylyl-(3'-(methyl)5')-thymidine (90362-22-4) → monomethyl ester of thymidine 3'-phosphate (74584-62-6) + thymidine 5'-(methyl hydrogenphosphate) (55728-65-9) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With sodium hydroxide; at 37 ℃; for 24h;

upstream raw materials:

trimethyl phosphite

thymidine 5'-phosphate

methanol

thymidylyl-(3'-(methyl)5')-thymidylyl-(3'-(methyl)5')-thymidylyl-(3'-(methyl)5')-thymidine