5'-Thymidylic acid, thymidylyl-(5'-3')-

Base Information

• Chemical Name: 5'-Thymidylic acid, thymidylyl-(5'-3')-
• CAS No.: 2642-45-7
• Molecular Formula: C20H28 N4 O15 P2
• Molecular Weight: 626.408
• DSSTox Substance ID: DTXSID30181013
• Nikkaji Number: J2.326.661J
• Wikidata: Q83051632
• Mol file: 2642-45-7.mol

Synonyms:Dithymidylic acid;5'-Thymidylic acid, thymidylyl-(5'-3')-;Thymidylyl-(5'-3')-5'-thymidylic acid;2642-45-7;C20H28N4O15P2;C20-H28-N4-O15-P2;SCHEMBL1942996;DTXSID30181013;5'-phosphothymidylyl(3'-5')thymidine;3'-O-(5'-Thymidylyl)-5'-thymidylic acid

Chemical Property of 5'-Thymidylic acid, thymidylyl-(5'-3')-

Chemical Property:

• XLogP3: -4.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 10
• Exact Mass: 626.10264019
• Heavy Atom Count: 41
• Complexity: 1270

Purity/Quality:

99%, ^*data from raw suppliers

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)OC3CC(OC3COP(=O)(O)O)N4C=C(C(=O)NC4=O)C)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)O[C@H]3C[C@@H](O[C@@H]3COP(=O)(O)O)N4C=C(C(=O)NC4=O)C)O

Technology Process of 5'-Thymidylic acid, thymidylyl-(5'-3')-

There total 1 articles about 5'-Thymidylic acid, thymidylyl-(5'-3')- 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:

thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) → thymidylyl-(5'->3')-[5']thymidylic acid (2642-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Ph₃P, 2,2'-dipyridyl disulfide / pyridine / 3 h / Ambient temperature

2: 82 percent / Ph₃P, 2,2'-dipyridyl disulfide / pyridine / 24 h / Ambient temperature

3: 1.) benzoic anhydride, AgOAc, 2.) isoamyl nitrite, 3.) H₂S / 1.) pyridine-AcOH, r.t.; 2.) pyridine, AcOH, r.t., 6 h; 3.) pyridine-AcOH, r.t.

With 2,2'-dipyridyldisulphide; hydrogen sulfide; silver(I) acetate; benzoic acid anhydride; triphenylphosphine; isopentyl nitrite; In pyridine;

DOI:10.1246/cl.1984.175

Reference yield:

thymidylyl-(5'->3')-[5']thymidylic acid (2642-45-7) → thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1)

Guidance literature:

With spleen and snake venom phosphodiesterase;

DOI:10.1016/S0040-4039(00)85715-9

Reference yield:

thymidylyl-(5'->3')-[5']thymidylic acid (2642-45-7) → thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With praseodymium(III) chloride; ammonium cerium(IV) nitrate; water; at 50 ℃; for 0.5h; Rate constant; pH 7, var. temp. and catalysts;

DOI:10.1246/cl.1996.599

upstream raw materials:

thymidine 5'-phosphate

Downstream raw materials:

thymidine 5'-phosphate

thymidine

Refernces

• 1、 Nishizawa, Makoto,Kurihara, Takashi,Hata, Tsujiaki. "PROTECTION OF 5'-TERMINAL PHOSPHATE OF DEOXYRIBOOLIGONUCLEOTIDES BY USE OF o,o'-DIAMINOBIPHENYL". . p. 175 - 178. Retrieved 2007/10/02.