9-ALPHA-RIBOFURANOSYLADENINE

Base Information

• Chemical Name: 9-ALPHA-RIBOFURANOSYLADENINE
• CAS No.: 5682-25-7
• Molecular Formula: C10H13N5O4
• Molecular Weight: 267.244
• Mol file: 5682-25-7.mol

Synonyms:Adenine,9-a-D-ribofuranosyl- (6CI,8CI);9-a-Adenosine;9-a-D-Ribofuranosyladenine;Adenine-a-D-ribofuranoside;Adenosine, a-;a-Adenosine;a-D-Adenosine;a-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-;

Chemical Property of 9-ALPHA-RIBOFURANOSYLADENINE

Chemical Property:

• Vapor Pressure: 5.07E-18mmHg at 25°C
• Melting Point: 205-207 °C(lit.)
• Refractive Index: 1.731
• Boiling Point: 676.3 °C at 760 mmHg
• Flash Point: 362.8 °C
• PSA: 139.54000
• Density: 2.08 g/cm³
• LogP: -1.39880
• Storage Temp.: −20°C

Purity/Quality:

98%Min ^*data from raw suppliers

ALPHA-ADENOSINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 9-α-Adenosine is an intermediate in the proposed R&D synthesis of 2,3,5-Tri-O-acetyl α-Adenosine (T733805), an Adenosine (A280400(P)) impurity.

Technology Process of 9-ALPHA-RIBOFURANOSYLADENINE

There total 7 articles about 9-ALPHA-RIBOFURANOSYLADENINE 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: 32.0%

C31H25N5O7 (902458-65-5) → adenosine (58-61-7) + alpha-D-Adenosine (5682-25-7)

Guidance literature:

With ammonia; In methanol;

DOI:10.1016/S0040-4039(00)97641-X

Reference yield:

9-[2-deoxy-3,5-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-1-C-(2,2-dimethyl-1-oxopropoxy)-2-iodo-β-D-arabinofuranosyl]-9H-purin-6-amine (201677-07-8) → adenosine (58-61-7) + alpha-D-Adenosine (5682-25-7)

Guidance literature:

9-[2-deoxy-3,5-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-1-C-(2,2-dimethyl-1-oxopropoxy)-2-iodo-β-D-arabinofuranosyl]-9H-purin-6-amine; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃; for 0.5h;

With potassium hydroxide; In ethanol; for 1h; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(97)10317-9

Reference yield:

→ adenosine (58-61-7) + alpha-D-Adenosine (5682-25-7)

Guidance literature:

With xylene; Erwaermen des Reaktionsprodukts mit methanol.Natriummethylat;

DOI:10.1021/ja01541a057

upstream raw materials:

C₃₁H₂₅N₅O₇

9-[2-deoxy-3,5-bis-O-[(1,1-dimethylethyl)dimethylsilyl]-1-C-(2,2-dimethyl-1-oxopropoxy)-2-iodo-β-D-arabinofuranosyl]-9H-purin-6-amine

adenosine

Refernces

• 1、 Gimisis, Thanasis,Ialongo, Giuseppina,Chatgilialoglu, Chryssostomos. "Generation of C-1' radicals through a β-(acyloxy)alkyl rearrangement in modified purine and pyrimidine nucleosides". . p. 573 - 592. Retrieved 2007/10/03.
• 2、 Candeias,Steenken. "Ionization of purine nucleosides and nucleotides and their components by 193-nm laser photolysis in aqueous solution: Model studies for oxidative damage of DNA 1". . p. 699 - 704. Retrieved 2007/10/02.