(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Base Information

• Chemical Name: (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
• CAS No.: 388582-49-8
• Molecular Formula: C₂₇H₂₉NO₈
• Molecular Weight: 495.529
• Mol file: 388582-49-8.mol

Synonyms:(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Chemical Property of (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

There total 4 articles about (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 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: 62.0%

2,2-dimethoxy-propane (77-76-9) + (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-β-D-glucopyranoside (388582-46-5) → (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (388582-49-8)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 1h; Heating;

DOI:10.1023/A:1017694224906

Reference yield:

7-hydroxy-2-methyl-3-phenyl-chromen-4-one (2859-88-3) → (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (388582-49-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / K₂CO₃; 15-crown-5 / acetonitrile / 20 °C

2: 86 percent / MeONa / methanol

3: 62 percent / TsOH / tetrahydrofuran / 1 h / Heating

With 15-crown-5; sodium methylate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1023/A:1017694224906

Reference yield:

(2-methyl-3-phenylchromonyl-7)-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside (388582-43-2) → (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (388582-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / MeONa / methanol

2: 62 percent / TsOH / tetrahydrofuran / 1 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;

DOI:10.1023/A:1017694224906

upstream raw materials:

2,2-dimethoxy-propane

(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-β-D-glucopyranoside

7-hydroxy-2-methyl-3-phenyl-chromen-4-one

(2-methyl-3-phenylchromonyl-7)-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

(R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid