3'-Thymidylic acid

Base Information

• Chemical Name: 3'-Thymidylic acid
• CAS No.: 2642-43-5
• Molecular Formula: C10H15 N2 O8 P
• Molecular Weight: 322.211
• UNII: Q84LAH3NDH
• DSSTox Substance ID: DTXSID001316034
• Nikkaji Number: J247.809I
• Wikidata: Q27104819
• Metabolomics Workbench ID: 52595
• ChEMBL ID: CHEMBL408119
• Mol file: 2642-43-5.mol

Synonyms:3'-thymidylic acid;3'-TMP;octothymidylate

Chemical Property of 3'-Thymidylic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: °C
• PSA: 173.36000
• Density: 1.654g/cm³
• LogP: -1.13770
• Storage Temp.: −20°C
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 322.05660244
• Heavy Atom Count: 21
• Complexity: 529

Purity/Quality:

99% ^*data from raw suppliers

THYMIDINE-3'-MONOPHOSPHATE AMMONIUM SALT HYDRATE 95.00% ^*data from reagent 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)CO)OP(=O)(O)O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)OP(=O)(O)O

Technology Process of 3'-Thymidylic acid

There total 7 articles about 3'-Thymidylic acid 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: 25.0%

Phenyl-thiophosphoramidic acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester → S-phenyl thymidine 3'-phosphorothioate (70901-05-2) + thymidine 3'-monophosphate (2642-43-5)

Guidance literature:

With pyridine; acetic anhydride; acetic acid; isopentyl nitrite; for 3h;

DOI:10.1016/S0040-4039(00)94189-3

Reference yield:

deoxythymidylyl-(5'->3')-deoxythymidine-(Pin->N)-phenylalanine (68030-66-0,85647-52-5) → thymidine 3'-monophosphate (2642-43-5) + thymidine 5'-phosphate (365-07-1,15108-71-1,60363-32-8,96744-88-6,132696-16-3,143838-77-1) + deoxythymidylyl-(3'->N)-phenylalanine (68030-67-1,85699-72-5) + deoxythymidylyl-(5'->N)-phenylalanine (85590-79-0) + thymidylyl (3',5')thymidine (1969-54-6) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With hydrogenchloride; water; at 37 ℃; for 1h; Product distribution; hydrolytic stability at various pH;

DOI:10.1007/BF00579428

Reference yield:

C49H67N14O35P5 → cytidine 3'-monophosphate (84-52-6) + thymidine 3'-monophosphate (2642-43-5) + adenosine monophosphate (84-21-9)

Guidance literature:

With phosphodiesterase (E_.⁽¹⁾C₃₁₆₁); Product distribution;

DOI:10.1016/0040-4039(84)80042-8

upstream raw materials:

dibenzyl phosphochloridate

thymidine

Thiophosphoric acid O-[(2R,3S,5R)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S-phenyl ester

deoxythymidylyl-(3'->N)-phenylalanine

Downstream raw materials:

thymidine

5'-d(TpTp)-3'