(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

Base Information

Chemical Name:(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol
CAS No.:380366-32-5
Molecular Formula:C₆₂H₆₃N₃O₁₁
Molecular Weight:1026.2
Hs Code.:

Synonyms:(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

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Chemical Property of (2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

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Technology Process of (2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

There total 13 articles about (2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol 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: 98.0%

: 100-39-0
benzyl bromide

: (2-azido-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

: 380366-32-5
(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1039/b414119a

Reference yield: 92.0%

: 1255530-80-3
C₅₅H₅₇N₃O₁₁

: 100-39-0
benzyl bromide

: 380366-32-5
(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2010.04.014

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 380366-32-5
(2-azido-3-O-benzyl-4,6-di-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 3 h / 0 °C

2.1: 3.0 g / CSA / methanol / 8 h / 20 °C

3.1: 92 percent / NaH / dimethylformamide / 2 h / 20 °C

4.1: DBU / (PPh₃)3RhCl / ethanol / 1 h / Heating

4.2: 95 percent / 1N HCl / acetone / 0.17 h / Heating

5.1: 70 percent / 4 Angstroem MS; TMSOTf / CH₂Cl₂ / 0.33 h / 0 °C

6.1: Na / methanol; diethyl ether / 2 h / 20 °C

7.1: CSA / acetonitrile / 2.5 h / 20 °C

8.1: 2.56 g / NaH / dimethylformamide / 0 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; camphor-10-sulfonic acid; sodium; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; Wilkinson's catalyst; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo015840q