p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:204982-97-8
Molecular Formula:C₂₉H₂₇NO₈
Molecular Weight:517.535
Hs Code.:

Synonyms:p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-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: 92.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 93417-35-7
p-methoxybenzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 204982-97-8
p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1080/07328300008544072

Reference yield: 97.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 204982-97-8
p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 204982-98-9
p-methoxybenzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With tetrabutylammomium bromide; diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1080/07328300008544072

Reference yield:

: 204982-97-8
p-methoxybenzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 107802-83-5
O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-> 3)-[O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-> 4)]-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / tetrabutylammonium bromide; diisopropylamine / CH₂Cl₂; dimethylformamide / 4 h / 20 °C

2: 74 percent / sodium cyanoborohydride; molecular sieves 3 Angstroem; HCl / tetrahydrofuran; diethyl ether / 0.25 h / 0 °C / pH 1

3: 76 percent / molecular sieves 3 Angstroem; trimethylsilyl triflate / CH₂Cl₂ / 3 h / -70 - -30 °C

4: 92 percent / ammonium and cerium nitrate / acetonitrile; H₂O / 0.08 h / -5 °C

5: 92 percent / NaH / CH₂Cl₂ / 2 h / 0 °C

With ammonium nitrate; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; ammonium and cerium nitrate; tetrabutylammomium bromide; sodium hydride; sodium cyanoborohydride; diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Reduction / 3: glycosylation / 4: Hydrolysis / 5: Addition;
DOI:10.1080/07328300008544072