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

Base Information

Chemical Name:(3,4-di-O-benzyl-6-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-p-methoxybenzyl-2,3,4,5-tetra-O-benzyl-L-myo-inositol
CAS No.:1323371-48-7
Molecular Formula:C₆₄H₆₇N₃O₁₂
Molecular Weight:1070.25
Hs Code.:

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

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

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

There total 6 articles about (3,4-di-O-benzyl-6-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-p-methoxybenzyl-2,3,4,5-tetra-O-benzyl-L-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: 82.0%

: 154459-85-5
1L-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzoyl)-myo-inositol

: 135415-92-8
O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate

: 1323371-48-7
(3,4-di-O-benzyl-6-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-p-methoxybenzyl-2,3,4,5-tetra-O-benzyl-L-myo-inositol

Guidance literature:: 1L-2,3,4,5-tetra-O-benzyl-1-O-(4-methoxybenzoyl)-myo-inositol; O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.666667h; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tetlet.2011.06.005

Reference yield:

: 1323371-32-9
6-O-allyl-3,4,5-tri-O-benzyl-1,2-O-{(+)-1,1,7-trimethylbicyclo[2.2.1]hept-6-ylidene}-L-myo-inositol

: 1323371-48-7
(3,4-di-O-benzyl-6-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-p-methoxybenzyl-2,3,4,5-tetra-O-benzyl-L-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / methanol / 3 h / 50 °C / Inert atmosphere; Reflux

2.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

2.2: 6 h / Inert atmosphere; Molecular sieve; Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

4.1: potassium tert-butylate / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

4.2: 0.5 h / 50 °C / Inert atmosphere

5.1: dichloromethane / 0.5 h / -78 °C / Inert atmosphere; Molecular sieve

5.2: 0.67 h / -78 °C / Inert atmosphere; Molecular sieve

With potassium tert-butylate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2011.06.005

Reference yield:

: 131146-91-3,131233-71-1,135267-00-4,1214020-75-3
(+/-)-4-O-allyl-1,5,6-tri-O-benzyl-myo-inositol

: 1323371-48-7
(3,4-di-O-benzyl-6-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-p-methoxybenzyl-2,3,4,5-tetra-O-benzyl-L-myo-inositol

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 2 h / Inert atmosphere; Reflux

2.1: toluene-4-sulfonic acid / methanol / 3 h / 50 °C / Inert atmosphere; Reflux

3.1: di(n-butyl)tin oxide / methanol / 2 h / Inert atmosphere; Reflux

3.2: 6 h / Inert atmosphere; Molecular sieve; Reflux

4.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

5.1: potassium tert-butylate / dimethyl sulfoxide / 3 h / 80 °C / Inert atmosphere

5.2: 0.5 h / 50 °C / Inert atmosphere

6.1: dichloromethane / 0.5 h / -78 °C / Inert atmosphere; Molecular sieve

6.2: 0.67 h / -78 °C / Inert atmosphere; Molecular sieve

With potassium tert-butylate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2011.06.005