Tenofovir

Base Information

• Chemical Name: Tenofovir
• CAS No.: 107021-12-5
• Molecular Formula: C₉H₁₄N₅O₄P
• Molecular Weight: 287.215
• Mol file: 107021-12-5.mol

Synonyms:Phosphonicacid, [[2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]- (9CI)

Chemical Property of Tenofovir

Chemical Property:

• Vapor Pressure: 4.92E-16mmHg at 25°C
• Refractive Index: 1.739
• Boiling Point: 616.1°Cat760mmHg
• PKA: 2.36±0.10(Predicted)
• Flash Point: 326.4°C
• PSA: 146.19000
• Density: 1.79g/cm³
• LogP: 0.53000
• Solubility.: Acetic Acid; DMSO

Purity/Quality:

99.5% ^*data from raw suppliers

racTenofovir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: rac Tenofovir is the unlabeled form of rac Tenofovir-13C5 (>90%) (T018501), which is is 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 Tenofovir

There total 8 articles about Tenofovir 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: 88.0%

methyl hydrogen ({[1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate (123155-85-1) → (+/-)-0-(2-phosphonylmethoxypropyl)adenine (121149-89-1,147127-19-3,147127-20-6,107021-12-5)

Guidance literature:

With trimethylsilyl iodide; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

Reference yield: 75.0%

diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate → (+/-)-0-(2-phosphonylmethoxypropyl)adenine (121149-89-1,147127-19-3,147127-20-6,107021-12-5)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; at 0 ℃; for 3h; Schlenk technique;

DOI:10.1002/anie.202001300

Reference yield:

diethyl (((1-(6-chloro-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate → (+/-)-0-(2-phosphonylmethoxypropyl)adenine (121149-89-1,147127-19-3,147127-20-6,107021-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / 48 h / 50 °C

2: trimethylsilyl bromide / dichloromethane / 3 h / 0 °C / Schlenk technique

With trimethylsilyl bromide; ammonia; In dichloromethane;

DOI:10.1002/anie.202001300

upstream raw materials:

methyl hydrogen ({[1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate

N'-[9-(2-Hydroxy-propyl)-9H-purin-6-yl]-N,N-dimethyl-formamidine

6-amino-α-methyl-9H-purine-9-ethanol

6-chloro-7H-purine

Refernces

• 1、 Rosenberg, Ivan,Holy, Antonin,Masojidkova, Milena. "PHOSPHONYLMETHOXYALKYL AND PHOSPHONYLALKYL DERIVATIVES OF ADENINE". . p. 2753 - 2777. Retrieved 2007/10/02.