allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside
CAS No.:478182-67-1
Molecular Formula:C₅₁H₅₂N₂O₁₇
Molecular Weight:964.977
Hs Code.:

allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

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Chemical Property of allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

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Technology Process of allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

There total 4 articles about allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-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:

: 107-18-6
allyl alcohol

: 478182-66-0
3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

: 478182-67-1
allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: allyl alcohol; 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate; With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; at -20 - 20 ℃; for 3h;

With thiourea; In methanol; dichloromethane; at 40 ℃; for 14h;
DOI:10.1016/S0008-6215(02)00124-6

Reference yield:

: 478182-62-6
Acetic acid (2S,3R,4R,5S,6R)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-6-(4-methoxy-benzyloxymethyl)-2-phenylsulfanyl-tetrahydro-pyran-4-yl ester

: 478182-67-1
allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / diethyl ether / 1 h / -15 - -10 °C

1.2: NBS / acetone; H₂O / 1 h / -20 - -10 °C

1.3: DBU / CH₂Cl₂ / 2 h / 0 °C

2.1: TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 5 h / -20 °C

3.1: NBS / acetone; H₂O / 1 h / -20 - 0 °C

3.2: DBU / CH₂Cl₂ / 5 h / 0 °C

4.1: TMSOTf; 4 Angstroem molecular sieves / 3 h / -20 - 20 °C

4.2: thiourea / methanol; CH₂Cl₂ / 14 h / 40 °C

With pyridine; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(02)00124-6

Reference yield:

: 478182-63-7
3-O-acetyl-4-O-chloroacetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

: 478182-67-1
allyl 3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranosyl-(1->4)-3-O-acetyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 5 h / -20 °C

2.1: NBS / acetone; H₂O / 1 h / -20 - 0 °C

2.2: DBU / CH₂Cl₂ / 5 h / 0 °C

3.1: TMSOTf; 4 Angstroem molecular sieves / 3 h / -20 - 20 °C

3.2: thiourea / methanol; CH₂Cl₂ / 14 h / 40 °C

With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(02)00124-6