1-(2-Deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

Base Information

• Chemical Name: 1-(2-Deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione
• CAS No.: 7150-83-6
• Molecular Formula: C10H14N2O4S
• Molecular Weight: 258.298
• NSC Number: 72561
• DSSTox Substance ID: DTXSID60291038
• Mol file: 7150-83-6.mol

Synonyms:1-(2-deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione;NSC72561;NCIOpen2_003837;DTXSID60291038;NSC-72561

Chemical Property of 1-(2-Deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.408g/cm³
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 258.06742811
• Heavy Atom Count: 17
• Complexity: 385

Purity/Quality:

97% ^*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)CS)O

Technology Process of 1-(2-Deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione

There total 14 articles about 1-(2-Deoxy-5-thiopentofuranosyl)-5-methylpyrimidine-2,4(1h,3h)-dione 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: 77.0%

3'-O-acetyl-5'-acetylthio-5'-deoxythymidine (6959-79-1) → 5'-thio-thymidine (7150-83-6)

Guidance literature:

With ammonium hydroxide; mercaptoethyl alcohol; for 3h; Ambient temperature;

Reference yield: 68.0%

9-(4-methoxyphenyl)-9H-xanthene-9-thiol (132628-15-0) → 5'-thio-thymidine (7150-83-6)

Guidance literature:

9-(4-methoxyphenyl)-9H-xanthene-9-thiol; With silver nitrate; In pyridine; methanol;

With hydrogen sulfide; In methanol; acetic acid;

DOI:10.1002/hlca.200490252

Reference yield:

C20H26N4O11PS(1-) → thymidine 3'-monophosphate + thymidine 3',5'-cyclic monophosphate (62906-33-6) + 5'-thio-thymidine (7150-83-6) + thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4)

Guidance literature:

With hydroxide; In water; at 80 ℃; pH=14; Kinetics;

DOI:10.1021/jo000323d

upstream raw materials:

2-[(2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-isothiourea; hydriodide

3'-O-acetyl-5'-acetylthio-5'-deoxythymidine

Thiobenzoic acid S-[(2S,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl] ester

9-(4-methoxyphenyl)-9H-xanthene-9-thiol

Downstream raw materials:

5'-S-(4,4'-dimethoxytrityl)-5'-thiothymidine 3'-(2-cyanoethyl-diisopropylphosphoramidite)

thymin

5'-[(3,4-dibenzyloxy)benzylthio]-5'-deoxythymidine

5'-(12-trityloxydodecylthio)-5'-deoxythymidine