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

Base Information

• Chemical Name: 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
• CAS No.: 733051-90-6
• Molecular Formula: C₂₆H₃₇NO₁₅
• Molecular Weight: 603.577

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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:

phthalic anhydride (85-44-9) → 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 (733051-90-6)

Guidance literature:

Multi-step reaction with 2 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

With hydrogen; sodium methylate; palladium on activated charcoal; In methanol; acetic acid; ethyl acetate;

DOI:10.1016/j.carres.2004.03.028

Reference yield:

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 (733051-90-6) → 8-phthalimido-3,6-dioxaoctyl 2,3,6-tri-O-benzyl-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside (733051-87-1)

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

Reference yield:

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 (733051-90-6) → 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 (733051-86-0)

Guidance literature:

Multi-step reaction with 2 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

With toluene-4-sulfonic acid; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2004.03.028

upstream raw materials:

phthalic anhydride

Downstream raw materials:

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

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

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

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