3-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7,8,9-tetraza bicyclo[4.3.0]nona-1,3,6-trien-5-one

Base Information

• Chemical Name: 3-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7,8,9-tetraza bicyclo[4.3.0]nona-1,3,6-trien-5-one
• CAS No.: 73591-56-7
• Molecular Formula: C₁₀H₁₃N₅O₅
• Molecular Weight: 283.244
• Mol file: 73591-56-7.mol

Synonyms:8-Aza-3-deazaguanosine;NSC 314933

Chemical Property of 3-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7,8,9-tetraza bicyclo[4.3.0]nona-1,3,6-trien-5-one

Chemical Property:

• Vapor Pressure: 1.09E-17mmHg at 25°C
• Boiling Point: 614.9°C at 760 mmHg
• Flash Point: 325.7°C
• PSA: 159.51000
• Density: 2.25g/cm³
• LogP: -2.10550

Purity/Quality:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7,8,9-tetraza bicyclo[4.3.0]nona-1,3,6-trien-5-one

There total 23 articles about 3-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,7,8,9-tetraza bicyclo[4.3.0]nona-1,3,6-trien-5-one 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: 77.0%

5-Cyanomethyl-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-acetoxymethyl-tetrahydro-furan-2-yl)-1H-[1,2,3]triazole-4-carboxylic acid methyl ester → 6-Amino-1-(β-D-ribofuranosyl)-1,2,3-triazolo<4,5-c>pyridin-4(5H)one (73591-56-7)

Guidance literature:

With ammonia; at 100 ℃; for 17h;

DOI:10.1055/s-1999-2755

Reference yield: 72.0%

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(4-carbamoyl-5-cyanomethyl-[1,2,3]triazol-1-yl)-tetrahydro-furan-3-yl ester (233685-03-5) → 6-Amino-1-(β-D-ribofuranosyl)-1,2,3-triazolo<4,5-c>pyridin-4(5H)one (73591-56-7)

Guidance literature:

With triethylamine; In methanol; water; Heating;

DOI:10.1055/s-1999-2755

Reference yield: 37.0%

Methyl 5-Cyanomethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazole-4-carboxylate (73591-52-3) → 6-Amino-1-(β-D-ribofuranosyl)-1,2,3-triazolo<4,5-c>pyridin-4(5H)one (73591-56-7)

Guidance literature:

With ammonia; at 100 ℃; for 15h; in a steel bomb;

DOI:10.1002/jhet.5570170132

upstream raw materials:

Methyl 5-Cyanomethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-1,2,3-triazole-4-carboxylate

Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(4-carbamoyl-5-cyanomethyl-[1,2,3]triazol-1-yl)-tetrahydro-furan-3-yl ester

5-Carbamoylmethyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-[1,2,3]triazole-4-carboxylic acid amide

2-[1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-4-carboxamide-1,2,3-triazolo-5-yl]acetamide

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