(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Base Information

Chemical Name:(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
CAS No.:1379585-61-1
Molecular Formula:C₄₃H₄₅N₃O₁₀
Molecular Weight:763.844
Hs Code.:

Synonyms:(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Chemical Property of (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

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Technology Process of (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

There total 5 articles about (allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-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:

: C₄₀H₄₁N₃O₁₀

: 107-18-6
allyl alcohol

: 1379585-61-1
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -20 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.carres.2012.03.014

Reference yield:

: 1379585-57-5
(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-61-1
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium iodide; silver(l) oxide / N,N-dimethyl-formamide / 6 h / 0 °C / Inert atmosphere; Darkness

2.1: aluminum (III) chloride; trimethylamine-borane / diethyl ether; dichloromethane / 1 h / 0 °C / Molecular sieve

2.2: 1 h / 0 °C

3.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; ethyl acetate; tert-butyl alcohol / 3 h

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / -20 - 20 °C / Inert atmosphere

With aluminum (III) chloride; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; trimethylamine-borane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium iodide; silver(l) oxide; In diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.carres.2012.03.014

Reference yield:

: 1379585-58-6
(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 1379585-61-1
(allyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: aluminum (III) chloride; trimethylamine-borane / diethyl ether; dichloromethane / 1 h / 0 °C / Molecular sieve

1.2: 1 h / 0 °C

2.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; ethyl acetate; tert-butyl alcohol / 3 h

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / -20 - 20 °C / Inert atmosphere

With aluminum (III) chloride; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; trimethylamine-borane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1016/j.carres.2012.03.014