3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide

Base Information

• Chemical Name: 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide
• CAS No.: 132399-25-8
• Molecular Formula: C₁₉H₂₄N₂O₃
• Molecular Weight: 328.411
• Mol file: 132399-25-8.mol

Synonyms:

Chemical Property of 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide

There total 2 articles about 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide 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:

methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside (132487-16-2) → 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide (132399-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 80 percent aq. acetic acid / 0.25 h / Heating

2: hydrazine / methanol / 17 h / Ambient temperature

With acetic acid; hydrazine; In methanol;

DOI:10.1246/bcsj.64.2306

Reference yield:

3,5-di-O-benzyl-2-deoxy-D-ribofuranose (6160-50-5) → 3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide (132399-25-8)

Guidance literature:

With hydrazine; In methanol; for 17h; Ambient temperature;

DOI:10.1246/bcsj.64.2306

Reference yield: 17.0%

3,5-di-O-benzyl-2-deoxy-D-erythro-pentafuranosylhydrazide (132399-25-8) + 1,2,3,3-tetramethyl-1-(methylthio)thiocarbonyl isothiouronium iodide → 2-(3',5'-di-O-benzyl-2'-deoxy-D-erythro-pentofuranosyl)-5-dimethylamino-4-methyl-dihydro-1,2,4-triazole-3-thione (132399-27-0) + 1-(3',5'-di-O-benzyl-2'-deoxy-D-erythro-pentofuranosyl)-5-dimethylamino-4-methyldihydro-1,2,4-triazole-3-thione

Guidance literature:

With triethylamine; In ethanol; for 17h; Ambient temperature;

upstream raw materials:

3,5-di-O-benzyl-2-deoxy-D-ribofuranose

methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside

Downstream raw materials:

2-(3',5'-di-O-benzyl-2'-deoxy-D-erythro-pentofuranosyl)-5-dimethylamino-4-methyl-dihydro-1,2,4-triazole-3-thione