methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate

Base Information

• Chemical Name: methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate
• CAS No.: 120362-25-6
• Molecular Formula: C9H14 N4 O5
• Molecular Weight: 258.234
• Mol file: 120362-25-6.mol

Synonyms:methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate

Chemical Property of methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate

Chemical Property:

• Vapor Pressure: 6.37E-12mmHg at 25°C
• Melting Point: 150-153 °C
• Boiling Point: 526.7°C at 760 mmHg
• PKA: 12.94±0.70(Predicted)
• Flash Point: 272.3°C
• PSA: 129.73000
• Density: 1.82g/cm³
• LogP: -2.35990

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate

There total 4 articles about methyl 1-ribofuranosyl-1,2,4-triazole-3-carboxamidate 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: 63.2%

sodium methylate (124-41-4) + 3-cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole (40371-99-1) → methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate (120362-25-6)

Guidance literature:

In methanol; Ambient temperature;

DOI:10.1021/jm00127a008

Reference yield: 63.2%

methanolic sodium methoxide + 3-cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole (40371-99-1) → methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate (120362-25-6)

Guidance literature:

In methanol; dichloromethane;

Reference yield:

2',3',5'-Tri-O-acetyl-1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide (40372-03-0) → methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate (120362-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / POCl₃, Et₃N / 1 h / Ambient temperature

2: 63.2 percent / methanol / Ambient temperature

With triethylamine; trichlorophosphate; In methanol;

DOI:10.1021/jm00127a008

upstream raw materials:

sodium methylate

3-cyano-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,2,4-triazole

2',3',5'-Tri-O-acetyl-1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide

ribavirin

Downstream raw materials:

ribamidine hydrochloride

ribavirin

Refernces

• 1、 Kini,Robins,Avery. "Synthesis and antitumor activity of ribavirin imidates. A new facile synthesis of ribavirin amidine (1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine hydrochloride)". . p. 1447 - 1449. Retrieved 1989.
• 2、 -. "Synthesis and anti-leukemic activity of alkyl-1-(β-D-ribofuranosyl)[1,2,4]triazole-3-carboximidates". . . Retrieved 2008/06/13.