methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

Base Information

• Chemical Name: methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate
• CAS No.: 76143-39-0
• Molecular Formula: C₃₁H₂₇N₃O₁₀
• Molecular Weight: 601.569
• Mol file: 76143-39-0.mol

Synonyms:methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

Chemical Property of methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

There total 2 articles about methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate 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: 75.1%

methyl 4-hydroxy-2-butynoate (31555-05-2) + 2,3,5-tri-O-benzoyl-β-D-ribofuranosyl azide (7408-41-5) → methyl 5-carbomethoxy-4-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate (76143-40-3) + methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate (76143-39-0)

Guidance literature:

In toluene; 1.) 50 - 55 deg C, 5 d, 2.) 70 deg C, 2 d;

DOI:10.1139/v80-407

Reference yield:

methyl 4-tetrahydropyranyloxy-2-butinoate (69511-49-5) → methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate (76143-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol, Dowex 50 (1+) form> / 1.5 h / 25 °C

2: 75.1 percent / toluene / 1.) 50 - 55 deg C, 5 d, 2.) 70 deg C, 2 d

With methanol; Dowex 50 ; In toluene;

DOI:10.1139/v80-407

Reference yield: 100.0%

methyl 5-hydroxymethyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate (76143-39-0) → methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-chloromethyl-v-triazole-4-carboxylate (76143-47-0)

Guidance literature:

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; for 0.333333h;

DOI:10.1139/v80-407

upstream raw materials:

methyl 4-hydroxy-2-butynoate

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl azide

methyl 4-tetrahydropyranyloxy-2-butinoate

Downstream raw materials:

5-hydroxymethyl-1-(β-D-ribofuranosyl)-v-triazole-4-carboxamide

methyl 5-formyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-v-triazole-4-carboxylate

methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-chloromethyl-v-triazole-4-carboxylate

methyl 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5-carboxy-v-triazole-4-carboxylate