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

Base Information

• Chemical Name: [(4-hydroxymethylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside
• CAS No.: 252060-83-6
• Molecular Formula: C₂₆H₃₆O₇
• Molecular Weight: 460.568
• Mol file: 252060-83-6.mol

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

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

There total 5 articles about [(4-hydroxymethylphenyl)-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: 100.0%

[(4-methoxycarbonylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-81-4) → [(4-hydroxymethylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-83-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 0.75h;

DOI:10.1021/ol9910619

Reference yield:

allyl bromide (106-95-6) + 4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester (252060-80-3) → [(4-hydroxymethylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-83-6)

Guidance literature:

allyl bromide; 4-[(β-D-glucopyranosyloxy)methyl] benzoic acid methyl ester; With sodium hydride; In N,N-dimethyl-formamide; kerosene; at 20 ℃;

With lithium aluminium tetrahydride; In diethyl ether; Further stages.;

DOI:10.1021/ol9910619

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl 2,2,2-trichloroacetimidate → [(4-hydroxymethylphenyl)-methyl] 2,3,4,6-tetra-O-allyl-β-D-gluco-hexopyranoside (252060-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / dimethylformamide; kerosene / 20 °C

1.2: lithium aluminum hydride / diethyl ether

With sodium hydride; In N,N-dimethyl-formamide; kerosene; 2.1: Williamson synthesis;

DOI:10.1021/ol9910619

upstream raw materials:

allyl bromide

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

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

4-(methoxycarbonyl)benzyl alcohol

Downstream raw materials:

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