Besifovir

Base Information

• Chemical Name: Besifovir
• CAS No.: 441785-25-7
• Molecular Formula: C10H14N5O4P
• Molecular Weight: 299.226
• Hs Code.: 2933990090
• UNII: 4PLG22CQUU
• ChEMBL ID: CHEMBL329091
• DSSTox Substance ID: DTXSID601027760
• Metabolomics Workbench ID: 155604
• NCI Thesaurus Code: C166775
• Wikidata: Q27260336
• Wikipedia: Besifovir
• Mol file: 441785-25-7.mol

Synonyms:((1-((2-amino-9H-purin-9-yl)methyl)cyclopropyl)oxy)methylphosphonic acid di(pivaloyloxymethyl) ester;((1-((2-amino-9H-purin-9-yl)methyl)cyclopropyl)oxy)methylphosphonic acid dipivoxyl;besifovir;LB-80380;PMCDG dipivoxyl

Chemical Property of Besifovir

Chemical Property:

• Vapor Pressure: 8.89E-19mmHg at 25°C
• Boiling Point: 668.4oC at 760 mmHg
• PKA: 2.44±0.10(Predicted)
• Flash Point: 358oC
• PSA: 146.19000
• Density: 1.94g/cm3
• LogP: 0.67410
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 299.07834094
• Heavy Atom Count: 20
• Complexity: 415

Purity/Quality:

99% ^*data from raw suppliers

((1-((2-Amino-9H-purin-9-yl)methyl)cyclopropoxy)methyl)phosphonicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(CN2C=NC3=CN=C(N=C32)N)OCP(=O)(O)O
• Recent ClinicalTrials: Study to Assess the Antiviral Activity and Safety Endpoints for the Treatment of Besifovir 150mg Compared to Tenofovir 300mg in Chronic Hepatitis B Patients Who Have Resistance to Nucleoside Analogues

Technology Process of Besifovir

There total 18 articles about Besifovir 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: 92.0%

diethyl ({1-[(2-amino-9H-purin-9-yl)methyl]cyclopropoxy}methyl)phosphonate → Besifovir (441785-25-7)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; Reflux;

Reference yield: 90.0%

→ Besifovir (441785-25-7)

Guidance literature:

Reference yield: 89.5%

diisopropyl ({1-[(2-amino-9H-purin-9-yl)methyl]cyclopropyl}oxy)methylphosphonate (693788-86-2) → Besifovir (441785-25-7)

Guidance literature:

With trimethylsilyl bromide; In dichloromethane; for 18h; Heating;

DOI:10.1021/jm0305265

upstream raw materials:

diisopropyl ({1-[(2-amino-9H-purin-9-yl)methyl]cyclopropyl}oxy)methylphosphonate

diisopropyl {[1-(hydroxymethyl)cyclopropyl]oxy}methylphosphonate

{1-[(diisopropylphosphoryl)methoxy]cyclopropyl}methyl methanesulfonate

diisopropyl ({1-[(2-amino-6-chloro-9H-purin-9-yl)methyl]cyclopropyl}oxy)methylphosphonate

Downstream raw materials:

LB-80380

Refernces

• 1、 -. "Intermediate compound of medicine LB80380 and preparing method and application thereof". . . Retrieved 2017/05/12.
• 2、 Choi, Jong-Ryoo,Cho, Dong-Gyu,Roh, Kee Y.,Hwang, Jae-Taeg,Ahn, Sinbyoung,Jang, Hyun S.,Cho, Woo-Young,Kim, Kyong W.,Cho, Young-Gyo,Kim, Jeongmin,Kim, Yong-Zu. "A novel class of phosphonate nucleosides. 9-[(1-phosphonomethoxycyclopropyl)methyl]guanine as a potent and selective anti-HBV agent". . p. 2864 - 2869. Retrieved 2007/10/03.