5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose

Base Information

• Chemical Name: 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose
• CAS No.: 166411-41-2
• Molecular Formula: C₂₂H₂₄N₂O₇S
• Molecular Weight: 460.508
• Mol file: 166411-41-2.mol

Synonyms:5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose

Chemical Property of 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose

There total 5 articles about 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose 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: 71.0%

toluene-4-sulfonic acid hydrazide (1576-35-8) + 5-O-benzoyl-1,2-O-isopropylidene-α-L-erythro-pentofuranose-3-ulose (166411-40-1) → 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose (166411-41-2)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1080/07328319908044878

Reference yield: 53.48%

toluene-4-sulfonic acid hydrazide (1576-35-8) + 5-O-benzoyl-1,2-O-isopropylidene-7α-L-xylofuranose (166411-39-8) → 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose (166411-41-2)

Guidance literature:

5-O-benzoyl-1,2-O-isopropylidene-7α-L-xylofuranose; With dipyridinium dichromate; acetic anhydride; In dichloromethane; at 20 ℃; for 4h;

toluene-4-sulfonic acid hydrazide; In ethanol; Reflux;

Reference yield:

L-xylose (41546-31-0) → 5-O-benzoyl-1,2-O-isopropylidene-p-toluenesulfonylhydrazone-α-L-erythro-pentofurano-3-ulose (166411-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent

2: 48 percent / ethanol / 4 h / Heating

In ethanol; 2: Condensation;

DOI:10.1021/jm9905514

upstream raw materials:

toluene-4-sulfonic acid hydrazide

5-O-benzoyl-1,2-O-isopropylidene-α-L-erythro-pentofuranose-3-ulose

L-xylose

benzoyl chloride

Downstream raw materials:

1,2-O-isopropylidene-3-deoxy-3-(p-toluenesulfonylhydrazino)-5-O-benzoyl-α-L-ribofuranose

5-O-benzoyl-3-deoxy-1,2-O-isopropylidene-α-L-erythro-pentofuranose

1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-L-erythro-pentofuranose

methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate