octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:503602-34-4
Molecular Formula:C₆₆H₇₅NO₁₂
Molecular Weight:1074.32
Hs Code.:

Synonyms:octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 5 articles about octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-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:

: 100-39-0
benzyl bromide

: 2-[(2R,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

: 503602-34-4
octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 503602-21-9
ethyl 2,6-di-O-acetyl-1-thio-β-D-galactopyranoside

: 503602-34-4
octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: dibutyl tin oxide / toluene / 20 h / 20 °C

1.2: tetrabutylammonium bromide / toluene / 2 h / 60 °C

1.3: 77 percent / pyridine

2.1: 81 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

3.1: sodium / methanol / 48 h / 20 °C

4.1: 142 mg / tetrabutylammonium iodide / dimethylformamide / 0 °C

With N-iodo-succinimide; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: ethyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 503602-34-4
octyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / AcOH / acetonitrile / 13 h / 60 °C

2.1: dibutyl tin oxide / toluene / 20 h / 20 °C

2.2: tetrabutylammonium bromide / toluene / 2 h / 60 °C

2.3: 77 percent / pyridine

3.1: 81 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

4.1: sodium / methanol / 48 h / 20 °C

5.1: 142 mg / tetrabutylammonium iodide / dimethylformamide / 0 °C

With N-iodo-succinimide; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0008-6215(02)00178-7