2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside
• CAS No.: 916458-79-2
• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.582
• Mol file: 916458-79-2.mol

Synonyms:2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Chemical Property of 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

There total 7 articles about 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-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: 80.1%

2-(4-benzyloxyphenyl)ethanol (61439-59-6) + O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate (74808-10-9) → 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside (916458-79-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; at 0 - 20 ℃; for 2.5h; Reagent/catalyst; Ionic liquid; Inert atmosphere; Green chemistry;

Reference yield: 60.0%

D-glucose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) + 2-(4-benzyloxyphenyl)ethanol (61439-59-6) → 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside (916458-79-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.carres.2007.06.022

Reference yield: 58.0%

2-(4-benzyloxyphenyl)ethanol (61439-59-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside (916458-79-2)

Guidance literature:

With silver carbonate; In diethyl ether; dichloromethane; at 20 ℃; for 10h; Molecular sieve; Inert atmosphere; Darkness;

DOI:10.1248/cpb.58.1627

upstream raw materials:

2-(4-benzyloxyphenyl)ethanol

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

D-glucose pentaacetate

2,3,4,5-tetra-O-acetyl-D-glucopyranose

Downstream raw materials:

2-(4-hydroxyphenyl)ethyl 4-Ο-(E)-Feruloyl-β-D-glucopyranoside

Salidroside

(4-benzyloxyphenyl)ethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-[(E)-3,4-di-O-benzyl]caffeoyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

(4-benzyloxyphenyl)ethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside