octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside
CAS No.:503602-41-3
Molecular Formula:C₇₁H₇₉NO₁₃
Molecular Weight:1154.41
Hs Code.:

Synonyms:octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

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Chemical Property of octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

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Technology Process of octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

There total 7 articles about octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-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: 35.0%

: 100-39-0
benzyl bromide

: 503602-40-2
octyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

: 503602-41-3
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

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

Reference yield:

: 161664-92-2
octyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-41-3
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.03 g / p-toleunesulfonic acid / acetonitrile / 15 h / 60 °C

2: 65 percent / NaH / dimethylformamide / 20 °C

3: 82 percent / sodium cyanoborohydride; 4A molecular sieves; trifluoroacetic acid / dimethylformamide / 12 h / 20 °C

4: 88 percent / 4A molecular sieves; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

5: 77 percent / sodium / methanol / 48 h / 20 °C

6: 35 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(02)00178-7

Reference yield:

: 161664-91-1
octyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 503602-41-3
octyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxybenzyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: sodium / methanol / 2 h / 20 °C

2: 1.03 g / p-toleunesulfonic acid / acetonitrile / 15 h / 60 °C

3: 65 percent / NaH / dimethylformamide / 20 °C

4: 82 percent / sodium cyanoborohydride; 4A molecular sieves; trifluoroacetic acid / dimethylformamide / 12 h / 20 °C

5: 88 percent / 4A molecular sieves; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 0 °C

6: 77 percent / sodium / methanol / 48 h / 20 °C

7: 35 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(02)00178-7