2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

Base Information

Chemical Name:2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose
CAS No.:247077-89-0
Molecular Formula:C₅₃H₆₃N₃O₁₅Si
Molecular Weight:1010.18
Hs Code.:

2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

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Chemical Property of 2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

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Technology Process of 2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

There total 6 articles about 2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose 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:

: 40608-06-8
levulinic anhydride

: C₄₈H₅₇N₃O₁₃Si

: 247077-89-0
2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0968-0896(99)00106-6

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 247077-89-0
2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 1.26 g / triethylamine / CH₂Cl₂ / 20 °C

With dmap; triethylamine; In dichloromethane; 1: silylation / 2: Acylation;
DOI:10.1016/S0968-0896(99)00106-6

Reference yield:

: 190367-07-8
phenyl 4,6-O-benzylidene-2,3-di-O-benzoyl-1-thio-β-D-glucopyranoside

: 247077-89-0
2,3-di-O-benzoyl-6-O-tert-butyldimethylsilyl-4-O-levulinoyl-β-D-glucopyranosyl-(1->4)-1-O-acetyl-2-azido-3,6-di-O-benzyl-2-deoxy-α,β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; trifluorometanesulfonic acid / CH₂Cl₂ / 0 - 20 °C

2: aqueous trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / 20 °C

4: 1.26 g / triethylamine / CH₂Cl₂ / 20 °C

With dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; triethylamine; trifluoroacetic acid; In dichloromethane; 1: Condensation / 2: Hydrolysis / 3: silylation / 4: Acylation;
DOI:10.1016/S0968-0896(99)00106-6