6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside
CAS No.:652149-21-8
Molecular Formula:C₄₈H₅₆N₄O₁₆
Molecular Weight:944.99
Hs Code.:

Synonyms:6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of 6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

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Technology Process of 6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

There total 1 articles about 6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside 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: 86.0%

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 488140-36-9
6-azidohexyl 4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

: 652149-21-8
6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -70 - 20 ℃; for 2h;
DOI:10.1016/S0008-6215(03)00292-1

Reference yield: 91.0%

: 652149-21-8
6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

: 652149-22-9
6-azidohexyl (2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol; dichloromethane; for 3h; pH=8;
DOI:10.1016/S0008-6215(03)00292-1

Reference yield:

: 652149-21-8
6-azidohexyl (3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside

: 2-[2-[2-(6-azido-hexyloxy)-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy]-4,5-dihydroxy-6-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / sodium methoxide / methanol; CH₂Cl₂ / 3 h / pH 8

2: 83 percent / pyridine; 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 4 h

3: 90 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

4: 81 percent / acetyl chloride / methanol; toluene / 4 h / 0 °C

5: 56 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2.5 h / -40 - 20 °C

6: sodium methoxide / CH₂Cl₂; methanol / 4 h / pH 10

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine; acetyl chloride; In methanol; dichloromethane; toluene;
DOI:10.1016/S0008-6215(03)00292-1