2-AMINO-6-CHLORO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE

Base Information

• Chemical Name: 2-AMINO-6-CHLORO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE
• CAS No.: 120595-72-4
• Molecular Formula: C10H12 Cl N5 O3
• Molecular Weight: 285.69
• Mol file: 120595-72-4.mol

Synonyms:2-Amino-6-chloropurine-2'-deoxyriboside

Chemical Property of 2-AMINO-6-CHLORO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE

Chemical Property:

• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-6-chloro-9-(2''-deoxy-b-D-ribofuranosyl)purine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-6-CHLORO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE

There total 9 articles about 2-AMINO-6-CHLORO-9-(BETA-D-2-DEOXYRIBOFURANOSYL)PURINE 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: 93.0%

9-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-6-chloro-9H-purin-2-ylamine (133519-71-8) → 2-Amino-6-chloro-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine (120595-72-4,141771-78-0)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1002/cbic.201600245

Reference yield: 92.8%

2-Amino-6-chloropurin (10310-21-1) → 2-Amino-6-chloro-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine (120595-72-4,141771-78-0)

Guidance literature:

With thymidine; nucleoside deoxyribosyl transferase II; at 40 - 50 ℃; for 16h; Product distribution / selectivity; Enzymatic reaction;

Reference yield: 69.0%

2-amino-6-chloro-9-[(3’,5’-di-O-acetyl-2’-deoxy)-β-D-ribofuranosyl]purine (69992-11-6) → 2-Amino-6-chloro-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine (120595-72-4,141771-78-0)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/anie.201404431

upstream raw materials:

2-Amino-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

2-Amino-6-chloropurin

thymidine

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

Downstream raw materials:

2-Iodo-2',3'-dideoxyadenosine

2'-Deoxyguanosine

Refernces

• 1、 von Watzdorf, Janina,Marx, Andreas. "6-Substituted 2-Aminopurine-2′-deoxyribonucleoside 5′-Triphosphates that Trace Cytosine Methylation". . p. 1532 - 1540. Retrieved 2016/09/08.
• 2、 -. "Process for producing 2'-deoxyguanosine". Page/Page column 7. . Retrieved 2008/06/13.