Mono-POC Tenofovir

Base Information

• Chemical Name: Mono-POC Tenofovir
• CAS No.: 211364-69-1
• Molecular Formula: C₁₄H₂₂N₅O₇P
• Molecular Weight: 403.332
• Mol file: 211364-69-1.mol

Synonyms:Mono-POC Tenofovir;Mono-POC Tenofovir (Mixture of DiastereoMers);((((R)-1-(6-aMino-9H-purin-9-yl)propan-2-yloxy)Methyl)(hydroxy)phosphoryloxy)Methyl isopropyl carbonate;Mono-POC PMPA;tenofovirMonoester;Tenofovir Disoproxil Related CoMpound E;(8R)-9-(6-Amino-9H-purin-9-yl)-5-hydroxy-8-methyl-2,4,7-trioxa-5-phosphanonanoic acid 1-methylethyl ester 5-oxide;Tenofovir monoisoproxil

Chemical Property of Mono-POC Tenofovir

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 303-305°C (dec.)
• Boiling Point: 599.297°C at 760 mmHg
• PKA: 1.88±0.10(Predicted)
• Flash Point: 316.244°C
• PSA: 170.72000
• Density: 1.562g/cm³
• LogP: 2.07340
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Dichloromethane (Slightly), Methanol (Slightly, Heated), Water (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

Tenofovir isoproxil monoester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity of Tenofovir Disoproxil (T018505(P)), which is an acyclic phosphonate nucleotide analogue; reverse transcriptase inhibitor. It is used as an anti-HIV agent and an antiviral. An impurity of Tenofovir disoproxil (T018505).

Technology Process of Mono-POC Tenofovir

There total 12 articles about Mono-POC 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: 83.0%

chloromethyl isopropyl carbonate (35180-01-9) + tenofovir (147127-20-6) → Tenofovir mono-POC (211364-69-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 70 ℃; Inert atmosphere;

Reference yield: 64.0%

tenofovir disoproxil (201341-05-1) → Tenofovir mono-POC (211364-69-1)

Guidance literature:

With ammonium hydroxide; In water; acetonitrile; at 40 - 45 ℃; Alkaline conditions;

Reference yield:

chloromethyl isopropyl carbonate (35180-01-9) + tenofovir (147127-20-6) → C15H24N5O8P (1244022-55-6) + C20H32N5O11P (1244022-53-4) + tenofovir disoproxil (201341-05-1) + Tenofovir mono-POC (211364-69-1)

Guidance literature:

tenofovir; With triethylamine; In 1-methyl-pyrrolidin-2-one; at 45 ℃;

chloromethyl isopropyl carbonate; With tetrabutylammomium bromide; In 1-methyl-pyrrolidin-2-one; at 45 - 50 ℃; for 5.5h;

DOI:10.1021/op1001337

upstream raw materials:

bis-isopropyloxycarbonylmethyl 9-((R)-2-(phosphonomethoxy)propyl)adenine

chloromethyl isopropyl carbonate

tenofovir

adenine

Downstream raw materials:

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

Refernces

• 1、 -. "NUCLEOSIDE AND NUCLEOTIDE CONJUGATE COMPOUNDS AND USES THEREOF". Paragraph 0221. . Retrieved 2021/10/11.
• 2、 -. "Preparation method and application of tenofovir monoester". Paragraph 0040; 0043-0048; 0051-0053; 0056-0058; 0061-0062. . Retrieved 2019/10/01.