Lobucavir

Base Information

• Chemical Name: Lobucavir
• CAS No.: 127759-89-1
• Molecular Formula: C11H15 N5 O3
• Molecular Weight: 265.27
• Hs Code.: 2933990090
• Mol file: 127759-89-1.mol

Synonyms:6H-Purin-6-one,2-amino-9-[2,3-bis(hydroxymethyl)cyclobutyl]-1,9-dihydro-, [1R-(1a,2b,3a)]-;(+)-Cyclobut G;BMS 180194;Lobucavir;SQ 34514;

Chemical Property of Lobucavir

Chemical Property:

• Vapor Pressure: 7.08E-18mmHg at 25°C
• Melting Point: 275-280 oC (decomp)**
• Refractive Index: 1.881
• Boiling Point: 651.8oC at 760 mmHg
• PKA: 9?+-.0.20(Predicted)
• Flash Point: 348oC
• PSA: 130.05000
• Density: 1.92±0.1 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: -0.55520
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

Lobucavir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Lobucavir is a nucleoside analog used in the treatment of viral infections, including those caused by human immunodeficiency virus, cytomegalovirus, and herpes virus.

Technology Process of Lobucavir

There total 33 articles about Lobucavir 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%

C25H23N5O5 → lobucavir (127759-89-1)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo00114a047

Reference yield: 78.0%

((1S,2R,3R)-3-(2-amino-6-iodo-9H-purin-9-yl)cyclobutane-1,2-diyl)bis(methylene)dibenzoate → lobucavir (127759-89-1)

Guidance literature:

With sodium methylate; In methanol; for 1.5h; Reflux; Inert atmosphere;

DOI:10.1021/jo202261z

Reference yield: 75.28%

N,N'-bis[(phenylmethoxy)carbonyl]bis[L-valine], O,O'-[(1S,2R,3R)-3-(2-amino-6-oxo-1H-purin-9-yl)cyclobuta-1,2-diyl]methyl ester (228406-92-6) → lobucavir (127759-89-1) + N-[(phenylmethoxy)carbonyl]-L-valine, [(1R,2R,4S)-2-(2-amino-6-oxo-1H-purin-9-yl)-4-(hydroxymethyl)cyclobutyl]methyl ester + N-[(phenylmethoxy)carbonyl]-L-valine, [(1S,2R,4R)-3-(2-amino-6-oxo-1H-purin-9-yl)-2-(hydroxymethyl)cyclobutyl]methyl ester

Guidance literature:

With lipase MAP-10; In toluene; for 71h; pH=7.0;

DOI:10.1016/S0968-0896(00)00209-1

upstream raw materials:

C₃₂H₂₉N₅O₅

formic acid

(1β,2α,3β)-2,3-bis(tert-butyldimethylsiloxymethyl)cyclobutylamine

2-amino-6-chloro-5-nitro-3H-pyrimidine-4-one

Downstream raw materials:

N,N'-bis[(phenylmethoxy)carbonyl]bis[L-valine], O,O'-[(1S,2R,3R)-3-(2-amino-6-oxo-1H-purin-9-yl)cyclobuta-1,2-diyl]methyl ester