2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside

Base Information

• Chemical Name: 2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside
• CAS No.: 329187-80-6
• Molecular Formula: C24H17Cl2FN4O5
• Molecular Weight: 531.327
• Mol file: 329187-80-6.mol

Synonyms:2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside;2,6-Dichloro-9-(2-deoxy- 2-fluoro-β-D-arabinofuranosyl)-9H-purine;2,6-Dichloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl)-9H-purine

Chemical Property of 2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside

Chemical Property:

• PSA: 105.43000
• LogP: 4.45120

Purity/Quality:

99% ^*data from raw suppliers

((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methylbenzoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside

There total 6 articles about 2,6-Dichloropurine -9-beta-D-(2'-deoxy-3',5'-di-O-benzoyl-2'-fluoro)arabinoriboside 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%

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + 2,6 dichloropurine (5451-40-1) → ((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate (329187-80-6)

Guidance literature:

2,6 dichloropurine; With caesium carbonate; In acetonitrile; at 20 ℃; for 0.5h;

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide; In acetonitrile; at 20 ℃;

Reference yield: 77.0%

3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide (1067137-03-4) + 2,6 dichloropurine (5451-40-1) → ((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate (329187-80-6)

Guidance literature:

2,6 dichloropurine; With caesium carbonate; In acetonitrile; at 20 ℃; for 0.5h;

3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide; In acetonitrile; at 20 ℃;

Reference yield: 77.0%

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + 2,6-dichloro-7H-purine (5451-40-1) → ((2R,3R,4S,5R)-3-(benzoyloxy)-5-(2,6-dichloro-9H-purin-9-yl)-4-fluorotetrahydrofuran-2-yl)methyl benzoate (329187-80-6)

Guidance literature:

2,6-dichloro-7H-purine; With caesium carbonate; In acetonitrile; at 20 ℃; for 0.5h;

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide; In acetonitrile; at 20 ℃;

upstream raw materials:

2,6 dichloropurine

((2R,3R,4S)-3-(benzoyloxy)-5-bromo-4-fluorotetrahydrofuran-2-yl)methyl benzoate

3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl bromide

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

Downstream raw materials:

2-Chloro-9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-6-methoxy-9H-purine

Refernces

• 1、 -. "INHIBITORS OF CD73-MEDIATED IMMUNOSUPPRESSION". Paragraph 0214. . Retrieved 2018/06/06.
• 2、 -. "MODULATORS OF 5'-NUCLEOTIDASE, ECTO AND THE USE THEREOF". Paragraph 0218. . Retrieved 2017/08/01.