1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone

Base Information

• Chemical Name: 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone
• CAS No.: 282538-11-8
• Molecular Formula: C₂₃H₂₈O₁₀
• Molecular Weight: 464.469
• Mol file: 282538-11-8.mol

Synonyms:1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone

Chemical Property of 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone

There total 1 articles about 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone 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: 79.0%

acetic anhydride (108-24-7) + 1-C-(β-D-glucopyranosyl)-3-phenylacetone (250590-59-1) → 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone (282538-11-8)

Guidance literature:

With pyridine; at 20 ℃; for 15h;

DOI:10.1016/S0040-4020(00)00153-8

Reference yield: 88.0%

1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone (282538-11-8) → 1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone oxime

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; at 20 ℃; for 0.75h;

DOI:10.1016/S0040-4020(00)00153-8

Reference yield:

1-C-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylacetone (282538-11-8) → 1-C-β-D-glucopyranosyl-3-phenylacetone oxime

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NH₂OH*HCl; AcONa / H₂O; ethanol / 0.75 h / 20 °C

2: 70 percent / NaOMe / methanol / 20 h / 20 °C

With hydroxylamine hydrochloride; sodium methylate; sodium acetate; In methanol; ethanol; water; 1: oxime formation / 2: Deacetylation;

DOI:10.1016/S0040-4020(00)00153-8

upstream raw materials:

acetic anhydride

1-C-(β-D-glucopyranosyl)-3-phenylacetone