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

Base Information

Chemical Name: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
CAS No.:914097-79-3
Molecular Formula:C₇₀H₇₀O₂₃S
Molecular Weight:1311.38
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 15 articles about 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 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:

: 914097-76-0
3,4,6-tri-O-acetyl-2-O-(4-methoxybenzyl)-α-D-galactopyranosyl trichloroacetimidate

: 914097-69-1
C₅₀H₄₆O₁₄S

: 914097-79-3
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

Guidance literature:: With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 - 20 ℃; for 1.25h;
DOI:10.1021/ol062199b

Reference yield:

: (2R,3R,4S,5R,6R)-6-Allyloxy-2-hydroxymethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,4-diol

: 914097-79-3
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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1.60 g / pyridine / 20 °C

2.1: ZnCl₂; Pd(PPh₃)4; Et₃SiH / tetrahydrofuran

2.2: 0.61 g / DBU / CH₂Cl₂ / 2 h / 20 °C

3.1: 165 mg / molecular sieves; TMSOTf / CH₂Cl₂ / 1.25 h / -20 - 20 °C

With pyridine; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; molecular sieve; trimethylsilyl trifluoromethanesulfonate; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol062199b

Reference yield:

: 914097-72-6
allyl 2-O-(4-methoxybenzyl)-3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

: 914097-79-3
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

Guidance literature:: Multi-step reaction with 4 steps

1.1: p-TsOH / methanol

2.1: 1.60 g / pyridine / 20 °C

3.1: ZnCl₂; Pd(PPh₃)4; Et₃SiH / tetrahydrofuran

3.2: 0.61 g / DBU / CH₂Cl₂ / 2 h / 20 °C

4.1: 165 mg / molecular sieves; TMSOTf / CH₂Cl₂ / 1.25 h / -20 - 20 °C

With pyridine; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; molecular sieve; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol062199b