5-(β-D-glucopyranosyloxy)-2,3-diphenylindole

Base Information

• Chemical Name: 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole
• CAS No.: 127473-41-0
• Molecular Formula: C₂₆H₂₅NO₆
• Molecular Weight: 447.488
• Mol file: 127473-41-0.mol

Synonyms:

Chemical Property of 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole

There total 5 articles about 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole 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:

5-hydroxy-1-methyl-2,3-diphenylindole (127473-28-3) → 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole (127473-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Ag₂CO₃, molecular sieves (4 Angstroem) / diethyl ether; CH₂Cl₂ / 72 h / Ambient temperature

2: 88 percent / Et₂O*BF₃, molecular sieves (4 Angstroem) / CH₂Cl₂ / 6 h

3: 74 percent / NaOMe / methanol / 72 h / Ambient temperature

With 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver carbonate; In methanol; diethyl ether; dichloromethane;

Reference yield:

5-methoxy-1-methyl-2,3-diphenyl-1H-indole (127473-29-4) → 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole (127473-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / AlCl₃ / benzene / 5 h / Heating

2: 79 percent / Ag₂CO₃, molecular sieves (4 Angstroem) / diethyl ether; CH₂Cl₂ / 72 h / Ambient temperature

3: 88 percent / Et₂O*BF₃, molecular sieves (4 Angstroem) / CH₂Cl₂ / 6 h

4: 74 percent / NaOMe / methanol / 72 h / Ambient temperature

With aluminium trichloride; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver carbonate; In methanol; diethyl ether; dichloromethane; benzene;

Reference yield:

2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide (81058-27-7) → 5-(β-D-glucopyranosyloxy)-2,3-diphenylindole (127473-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / Ag₂CO₃, molecular sieves (4 Angstroem) / diethyl ether; CH₂Cl₂ / 72 h / Ambient temperature

2: 88 percent / Et₂O*BF₃, molecular sieves (4 Angstroem) / CH₂Cl₂ / 6 h

3: 74 percent / NaOMe / methanol / 72 h / Ambient temperature

With 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver carbonate; In methanol; diethyl ether; dichloromethane;

upstream raw materials:

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

5-hydroxy-1-methyl-2,3-diphenylindole

5-methoxy-1-methyl-2,3-diphenyl-1H-indole

2,3,4,6-Tetra-O-pivaloyl-α-D-glucopyranosyl trichloroacetimidate