8-CHLOROADENOSINE

Base Information

• Chemical Name: 8-CHLOROADENOSINE
• CAS No.: 34408-14-5
• Molecular Formula: C10H12ClN5O4
• Molecular Weight: 301.689
• Hs Code.: 2934999090
• Mol file: 34408-14-5.mol

Synonyms:8-Chloroadenosine;

Chemical Property of 8-CHLOROADENOSINE

Chemical Property:

• Vapor Pressure: 5.28E-21mmHg at 25°C
• Refractive Index: 1.912
• Boiling Point: 707.4 °C at 760 mmHg
• Flash Point: 381.6 °C
• PSA: 139.54000
• Density: 2.19 g/cm³
• LogP: -0.74540
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99.5% ^*data from raw suppliers

8-Chloroadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-CHLOROADENOSINE

There total 6 articles about 8-CHLOROADENOSINE 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: 52.0%

adenosine (58-61-7) → 8-chloroadenosine (34408-14-5)

Guidance literature:

With N-chloro-succinimide; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Concentration; Reagent/catalyst;

Reference yield: 52.0%

8-mercaptoadenosine (3001-45-4) → 8-chloroadenosine (34408-14-5)

Guidance literature:

With N-chloro-succinimide; In methanol; at 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b00802

Reference yield: 20.0%

N6-Benzyladenosine (4294-16-0) → 8-chloroadenosine (34408-14-5) + 6-benzylamino-8-chloro-9-(β-D-ribofuranosyl)purine (1427459-38-8)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 45 ℃; for 18h;

upstream raw materials:

adenosine

water

N₆-Benzyladenosine

8-mercaptoadenosine

Downstream raw materials:

N-(9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3,4-dihydroxy-tetrahydro-furan-2-yl}-8-chloro-9H-purin-6-yl)-2-phenoxy-acetamide

N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-yl}-2-phenoxy-acetamide

N-{9-[5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-furan-2-yl]-8-chloro-9H-purin-6-yl}-2-phenoxy-acetamide

8-Methylaminoadenosine

Refernces

• 1、 Ikehara,Ogiso,Maruyama. "Studies on nucleosides and nucleotides. LXXIII. Chlorination of adenosine and its N6-methyl derivatives with t-butyl hypochlorite". . p. 575 - 578. Retrieved 1977.
• 2、 Bhattarai, Sanjay,Freundlieb, Marianne,Pippel, Jan,Meyer, Anne,Abdelrahman, Aliaa,Fiene, Amelie,Lee, Sang-Yong,Zimmermann, Herbert,Yegutkin, Gennady G.,Str?ter, Norbert,El-Tayeb, Ali,Müller, Christa E.. "α,β-Methylene-ADP (AOPCP) Derivatives and Analogues: Development of Potent and Selective ecto-5′-Nucleotidase (CD73) Inhibitors". supporting information. p. 6248 - 6263. Retrieved 2015/08/24.
• 3、 Chen, Lisa S,Sheppard, Terry L. "Synthesis and hybridization properties of RNA containing 8-chloroadenosine.". . p. 599 - 617. Retrieved 2007/10/03.