ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

Base Information

• Chemical Name: ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate
• CAS No.: 270061-96-6
• Molecular Formula: C₅₆H₅₂O₁₀
• Molecular Weight: 885.023
• Mol file: 270061-96-6.mol

Synonyms:ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

Chemical Property of ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate

There total 3 articles about ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate 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: 60.0%

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate (74808-09-6) + ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate (270061-91-1) → ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate (270061-96-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

Dichlorodiphenylmethane (2051-90-3) → ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate (270061-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / acetone / 16 h

2: 60 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; acetone; 1: Etherification / 2: Etherification;

DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

Ethyl gallate (831-61-8) → ethyl 3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoate (270061-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine / acetone / 16 h

2: 60 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; acetone; 1: Etherification / 2: Etherification;

DOI:10.1016/S0008-6215(99)00311-0

upstream raw materials:

2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

ethyl 3,4-(diphenylmethylendioxy)-5-hydroxybenzoate

Dichlorodiphenylmethane

Ethyl gallate

Downstream raw materials:

gallic acid-3-O-β-D-glucopyranoside

3,4-(diphenylmethylendioxy)-5-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyloxy)benzoic acid