diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate

Base Information

• Chemical Name: diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate
• CAS No.: 224044-64-8
• Molecular Formula: C₃₁H₃₈N₂O₁₈
• Molecular Weight: 726.645
• Mol file: 224044-64-8.mol

Synonyms:diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate

Chemical Property of diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate

There total 4 articles about diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate 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: 61.0%

diethyl (acetylamino)<2-(2-nitro-3-hydroxyphenyl)-2-oxoethyl>propanedioate (224044-63-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate (224044-64-8)

Guidance literature:

With mercury(II) cyanide; potassium carbonate; In acetonitrile; for 4h; Ambient temperature;

DOI:10.1021/jo982321n

Reference yield:

2-nitro-3-benzyloxyacetophenone (224044-60-4) → diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate (224044-64-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / Br₂*dioxane / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 21 percent / EtONa / ethanol / 2 h / Ambient temperature

3: 64 percent / TFA / 24 h / Ambient temperature

4: 61 percent / Hg(CN)2, K₂CO₃ / acetonitrile / 2 h / Ambient temperature

With sodium ethanolate; mercury(II) cyanide; dioxane dibromide; potassium carbonate; trifluoroacetic acid; In ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo982321n

Reference yield:

2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone (224044-61-5) → diethyl (acetylamino)<2-<2-nitro-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxyphenyl>-2-oxoethyl>propanedioate (224044-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 21 percent / EtONa / ethanol / 2 h / Ambient temperature

2: 64 percent / TFA / 24 h / Ambient temperature

3: 61 percent / Hg(CN)2, K₂CO₃ / acetonitrile / 2 h / Ambient temperature

With sodium ethanolate; mercury(II) cyanide; potassium carbonate; trifluoroacetic acid; In ethanol; acetonitrile;

DOI:10.1021/jo982321n

upstream raw materials:

diethyl (acetylamino)<2-(2-nitro-3-hydroxyphenyl)-2-oxoethyl>propanedioate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2-nitro-3-benzyloxyacetophenone

2-bromo-1-(2-nitro-3-phenylmethoxyphenyl)ethanone