9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-

Base Information

• Chemical Name: 9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-
• CAS No.: 103884-97-5
• Molecular Formula: C10H13 F N6 O3
• Molecular Weight: 284.25
• Mol file: 103884-97-5.mol

Synonyms:9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-

Chemical Property of 9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-

Chemical Property:

• PSA: 145.33000
• LogP: -0.25820

Purity/Quality:

97% ^*data from raw suppliers

(2R,3R,4S,5R)-5-(2,6-Diamino-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-

There total 15 articles about 9H-Purine-2,6-diamine, 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)- 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: 91.0%

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine-2,6-diamine (103885-02-5) → 9-(2’-deoxy-2’-fluoro-β-D-arabinofuranos-1’-yl)-2-amino-6-aminopurine (103884-97-5)

Guidance literature:

With sodium hydroxide; In methanol; for 19h; Ambient temperature;

DOI:10.1021/jm00161a041

Reference yield: 40.0%

2,6-diaminopurine (1904-98-9) + 2-deoxy-2-fluoro-α-D-arabinofuranose 1-phosphate (850883-62-4) → 9-(2’-deoxy-2’-fluoro-β-D-arabinofuranos-1’-yl)-2-amino-6-aminopurine (103884-97-5)

Guidance literature:

purine nucleoside phosphorylase; In water; at 50 ℃; for 144h; pH=7.6; Product distribution / selectivity; Aqueous phosphate buffer; Enzymatic reaction;

Reference yield: 19.0%

C24H21FN6O5 → 9-(2’-deoxy-2’-fluoro-β-D-arabinofuranos-1’-yl)-2-amino-6-aminopurine (103884-97-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1021/op800182x

upstream raw materials:

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-9H-purine-2,6-diamine

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

9-Trimethylsilyl-2,6-dichlorpurin

2,6 dichloropurine

Downstream raw materials:

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

Refernces

• 1、 -. "ANTI-HEPATITIS B VIRUS AGENT". Paragraph 0036. . Retrieved 2020/10/09.
• 2、 Anderson, Bruce G.,Bauta, William E.,Cantrell Jr., William R.,Engles, Tracy,Lovett, Dennis P.. "Isolation, synthesis, and characterization of impurities and degradants from the clofarabine process". . p. 1229 - 1237. Retrieved 2013/01/03.