allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside

Base Information

• Chemical Name: allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside
• CAS No.: 914097-74-8
• Molecular Formula: C₂₃H₃₀O₁₀
• Molecular Weight: 466.485
• Mol file: 914097-74-8.mol

Synonyms:allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside

Chemical Property of allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside

There total 4 articles about allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside 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:

allyl 2-O-(4-methoxybenzyl)-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (914097-72-6) → allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside (914097-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH / methanol

2: 1.60 g / pyridine / 20 °C

With pyridine; toluene-4-sulfonic acid; In methanol;

DOI:10.1021/ol062199b

Reference yield:

allyl β-D-galactopyranoside (2595-07-5,821794-45-0) → allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside (914097-74-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 53 percent / p-TsOH / 16 h / 20 °C

2.1: NaH / dimethylformamide / 1 h

2.2: 83 percent / dimethylformamide

3.1: p-TsOH / methanol

4.1: 1.60 g / pyridine / 20 °C

With pyridine; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol062199b

Reference yield:

allyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside (147221-63-4) → allyl 2-O- (4-methoxylbenzyl)-3,4,6-O-triacetyl-β-D-galactopyranoside (914097-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 1 h

1.2: 83 percent / dimethylformamide

2.1: p-TsOH / methanol

3.1: 1.60 g / pyridine / 20 °C

With pyridine; sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol062199b

upstream raw materials:

acetic anhydride

allyl 2-O-(4-methoxybenzyl)-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

allyl β-D-galactopyranoside

allyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

Downstream raw materials:

3,4,6-tri-O-acetyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl trichloroacetimidate

allyl 2-O-(4-methoxybenzyl)-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1,3)-2-O-benzoyl-3-thio-3-deoxy-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

2-O-(4-methoxybenzyl)-3,4,6-tri-O-acetyl-α-D-galactopyranosyl-(1,3)-2-O-benzoyl-3-thio-3-deoxy-4,6-O-benzylidene-β-D-galactopyranosyl-(1,4)-2,3,6-tri-O-benzoyl-α-D-glucopyranosyl-trichloroacetimide