3-deazaguanosine

Base Information

• Chemical Name: 3-deazaguanosine
• CAS No.: 56039-11-3
• Molecular Formula: C₁₁H₁₄N₄O₅
• Molecular Weight: 282.256
• Mol file: 56039-11-3.mol

Synonyms:3-Deazaguanosine;7-Ribosyl-3-deazaguanine; ICN 4793

Chemical Property of 3-deazaguanosine

Chemical Property:

• Vapor Pressure: 2.34E-31mmHg at 25°C
• Boiling Point: 857.9°C at 760 mmHg
• Flash Point: 472.6°C
• PSA: 146.62000
• Density: 2.06g/cm³
• LogP: -1.50050

Purity/Quality:

97% ^*data from raw suppliers

3-Deazaguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Deazaguanosine is an analog of Guanosine (G837900) which is a constituent of nucleic acids. 3-Deazaguanosine analogs can be used as potential antitumor/antiviral agents.

Technology Process of 3-deazaguanosine

There total 18 articles about 3-deazaguanosine 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: 80.0%

6-amino-1-(2,3-O-methoxymethylidene-5-O-TBDMS-β-D-ribofuranosyl)imidazo(4,5-c)pyridin-4(5H)-one (99409-55-9) → 3-deazaguanosine (56039-11-3)

Guidance literature:

With ammonium hydroxide; acetic acid;

DOI:10.1246/cl.1985.589

Reference yield: 78.0%

6-amino-1-(2,3,5-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo<4,5-c>pyridin-4(5H)-one (147212-82-6) → 3-deazaguanosine (56039-11-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)61646-5

Reference yield: 73.0%

methyl 5-(cyanomethyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4-carboxylate (58931-20-7) → 3-deazaguanosine (56039-11-3)

Guidance literature:

With nickel; In water; for 0.75h; Heating;

DOI:10.1021/jm00377a002

upstream raw materials:

6-amino-1-(2,3-O-methoxymethylidene-5-O-TBDMS-β-D-ribofuranosyl)imidazo(4,5-c)pyridin-4(5H)-one

6-amino-1-(2,3,5-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo<4,5-c>pyridin-4(5H)-one

methyl 5-(cyanomethyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4-carboxylate

5-ethynyl-1-(β-D-ribofuranosyl)imidazole-4-carboxamide