8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:733051-87-1
Molecular Formula:C₆₁H₆₇NO₁₅
Molecular Weight:1054.2
Hs Code.:

Synonyms:8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of 8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of 8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 5 articles about 8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-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: 89.3%

: 733051-86-0
8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-di-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 733051-87-1
8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane; water; for 0.5h;
DOI:10.1016/j.carres.2004.03.028

Reference yield:

: 85-44-9
phthalic anhydride

: 733051-87-1
8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen / Pd/C / ethyl acetate; acetic acid / 6 h / 3150.25 Torr

1.2: Et₃N / methanol / 24 h / 20 °C

1.3: 79.9 percent / pyridine / 20 °C

2.1: 97.7 percent / NaOMe / methanol / 3 h / 20 °C

3.1: p-toluenesulfonic acid hydrate / dimethylformamide / 24 h / 20 °C

3.2: 84 percent / Et₃N / methanol; H₂O / 4 h / Heating

4.1: 28.8 percent / Ag₂O / dimethylformamide / 0.25 h / ultrasonic irradiation

5.1: 89.3 percent / CF₃COOH / H₂O; CH₂Cl₂ / 0.5 h

With hydrogen; sodium methylate; toluene-4-sulfonic acid; trifluoroacetic acid; silver(l) oxide; palladium on activated charcoal; In methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.03.028

Reference yield:

: 733051-90-6
2-[2-(2-{2-[(2R,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-ethoxy}-ethoxy)-ethyl]-isoindole-1,3-dione

: 733051-87-1
8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: p-toluenesulfonic acid hydrate / dimethylformamide / 24 h / 20 °C

1.2: 84 percent / Et₃N / methanol; H₂O / 4 h / Heating

2.1: 28.8 percent / Ag₂O / dimethylformamide / 0.25 h / ultrasonic irradiation

3.1: 89.3 percent / CF₃COOH / H₂O; CH₂Cl₂ / 0.5 h

With toluene-4-sulfonic acid; trifluoroacetic acid; silver(l) oxide; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.03.028