[(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

Base Information

• Chemical Name: [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside
• CAS No.: 252060-81-4
• Molecular Formula: C₂₇H₃₆O₈
• Molecular Weight: 488.578
• Mol file: 252060-81-4.mol

Synonyms:[(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

Chemical Property of [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

There total 3 articles about [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside 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: 53.0%

allyl bromide (106-95-6) + 4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester (252060-80-3) → [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-81-4) + [(4-allyloxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1080/07328300008544088

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-trichloroacetimidate → [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / sodium hydride / dimethylformamide; kerosene / 20 °C

With sodium hydride; In N,N-dimethyl-formamide; kerosene; 2: Williamson synthesis;

DOI:10.1021/ol9910619

Reference yield:

4-(methoxycarbonyl)benzyl alcohol (6908-41-4,58590-49-1) → [(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / sodium hydride / dimethylformamide; kerosene / 20 °C

With sodium hydride; In N,N-dimethyl-formamide; kerosene; 2: Williamson synthesis;

DOI:10.1021/ol9910619

upstream raw materials:

allyl bromide

4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester

4-(methoxycarbonyl)benzyl alcohol

Downstream raw materials:

{[4-(tert-butyldimethylsiloxymethyl)-phenyl]-methyl} 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside

[(4-hydroxymethylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside