9-(2-hydroxypropyl)adenine

Base Information

• Chemical Name: 9-(2-hydroxypropyl)adenine
• CAS No.: 712-00-5
• Molecular Formula: C₈H₁₁N₅O
• Molecular Weight: 193.208
• Mol file: 712-00-5.mol

Synonyms:9-(2-hydroxypropyl)adenine;1-(6-Amino-9H-purine-9-yl)propane-2-ol;6-Amino-α-methyl-9H-purine-9-ethanol;α-Methyl-6-amino-9H-purine-9-ethanol

Chemical Property of 9-(2-hydroxypropyl)adenine

Chemical Property:

• Solubility.: Dichloromethane; Methanol; DMSO

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 9-(2-Hydroxypropyl)adenine is the unlabeled form of 9-(2-Hydroxypropyl)adenine-13C5 (H952012), which is an intermediate used in the synthesis of rac Tenofovir-13C5 (>90%) (T018501), the isotope labelled analog of Tenofovir (T018500); an acyclic phosphonate nucleotide analogue and reverse transcriptase inhibitor. Also used as an anti-HIV agent and antiviral.

Technology Process of 9-(2-hydroxypropyl)adenine

There total 34 articles about 9-(2-hydroxypropyl)adenine 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: 97.7%

(R)-6-acetyl-9-(2-hydroxypropyl)adenine → (R)-9-(2-hydroxypropyl)adenine (14047-28-0,712-00-5)

Guidance literature:

With sodium hydroxide; In water; at 93 ℃; for 2h; Temperature;

Reference yield: 96.3%

(R)-1-(6-chloro-9H-purin-9-yl) propan-2-ol (180587-74-0) → (R)-9-(2-hydroxypropyl)adenine (14047-28-0,712-00-5)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; at 100 - 110 ℃; Sealed tube; Large scale;

Reference yield: 95.4%

(Z)-6-amino-9-(prop-1-en-1-yl)-9H-purine (1464851-21-5) → (R)-9-(2-hydroxypropyl)adenine (14047-28-0,712-00-5)

Guidance literature:

With D-tartaric acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; Concentration; Reagent/catalyst; Temperature;

upstream raw materials:

Benzoic acid 2-(6-amino-purin-9-yl)-1-methyl-ethyl ester

1-bromo-2-propanol

adenine

1,2-propylene cyclic carbonate

Downstream raw materials:

(S)-9-(2-hydroxypropyl)-N⁶-benzoyladenine

(R)-9-(2-hydroxypropyl)-N⁶-benzoyladenine

(R)-9-[2-(pivaloyloxymethyl)-(isopropoxycarbonyloxymethyl)phosphonoylmethoxypropyl]adenine p-toluenesulfonate

propan-2-yl {[(propan-2-yloxy)carbonyl]oxy}methyl {[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate