beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-

Base Information

• Chemical Name: beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-
• CAS No.: 53458-28-9
• Molecular Formula: C₁₁H₁₅N₅O₃S
• Molecular Weight: 297.338
• NSC Number: 335422,166540,166536,208835
• DSSTox Substance ID: DTXSID70862955
• Wikidata: Q105313306
• Mol file: 53458-28-9.mol

Synonyms:5'-deoxy-5'-(methylthio)adenosine;5'-deoxy-5'-methylthioadenosine;5'-methylthio-5'-deoxyadenosine;5'-methylthioadenosine;5'-methylthioadenosine, methyl-(14)C-labeled;5-MTDA;adenine(5'-deoxy-5'-methylthio)9-beta-D-furanoriboside;9-(5'-deoxy-5'-(methylthio)-xylofuranosyl)adenine;9-(5'deoxy-5'-(methylthio)-beta-D-xylofuranosyl)adenine;9-DMXA;xylo-MTA;xylosyl-methylthio-adenosine

Chemical Property of beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-

Chemical Property:

• Vapor Pressure: 2.13E-17mmHg at 25°C
• Boiling Point: 642.7°Cat760mmHg
• Flash Point: 342.5°C
• PSA: 144.61000
• Density: 1.85g/cm³
• LogP: -0.02810
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 297.08956053
• Heavy Atom Count: 20
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O

Technology Process of beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-

There total 4 articles about beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio- 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: 46.0%

9-(5-chloro-5-deoxy-β-D-arabinofuranosyl)adenine (65562-53-0) → 9-(5-S-methyl-5-thio-β-D-arabinofuranosyl)adenine (53458-28-9) + 9-(2,5-anhydro-β-D-arabinofuranosyl)adenine

Guidance literature:

With sodium hydride; sodium thiomethoxide; In N,N-dimethyl-formamide; 1.) -20 deg C, 2 h, 2.) RT, 10 h;

DOI:10.1021/jm960828p

Reference yield: 26.0%

9-(5-chloro-5-deoxy-β-D-arabinofuranosyl)adenine (65562-53-0) + sodium thiomethoxide (5188-07-8) → 9-(5-S-methyl-5-thio-β-D-arabinofuranosyl)adenine (53458-28-9) + 9-(2,5-anhydro-β-D-arabinofuranosyl)adenine

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) -20 deg C, 2 h, 2.) RT, 10 h;

DOI:10.1021/jm960828p

Reference yield:

→ 1-(6-amino-purin-9-yl)-S-methyl-α-L-5-thio-1-deoxy-xylofuranose (2457-80-9,53458-28-9,53458-29-0,53458-31-4)

Guidance literature:

6-Chlorpurin 36, D-Xylofuranose 34, NH3/A;

DOI:10.1021/jm00257a014

upstream raw materials:

9-(5-chloro-5-deoxy-β-D-arabinofuranosyl)adenine

sodium thiomethoxide

Downstream raw materials:

adenine

Refernces