3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate
CAS No.:1185868-56-7
Molecular Formula:C₂₅H₂₉N₃O₉
Molecular Weight:515.52
Hs Code.:

Synonyms:3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

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Chemical Property of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

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Technology Process of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

There total 2 articles about 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate 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:

: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranose

: 120870-47-5
2-(1-hexyn-1-yl)benzoic acid

: 1185868-56-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

: 1219934-97-0
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-α-glucopyranosyl ortho-(hex-1-ynyl)benzoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; optical yield given as %de;
DOI:10.1021/ja9055245

Reference yield:

: [(C₆H₅)3PAu(C₉H₄O(O)CH₂CH₂CH₂CH₃)]

: 1492022-10-2
3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl ortho-cyclopropylethynylbenzoate

: 1185868-56-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-β-glucopyranosyl ortho-(hex-1-ynyl)benzoate

: 1219934-97-0
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-α-glucopyranosyl ortho-(hex-1-ynyl)benzoate

Guidance literature:: [(C₆H₅)3PAu(C₉H₄O(O)CH₂CH₂CH₂CH₃)]; 3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl ortho-cyclopropylethynylbenzoate; In dichloromethane; at 20 - 120 ℃; for 2.08h; Schlenk technique; Sealed tube; Inert atmosphere; Molecular sieve;

With triphenylphosphinegold(I) triflate; In dichloromethane; at 0 ℃; for 2.3h; Reagent/catalyst; Temperature; Overall yield = 10 %; Inert atmosphere; Molecular sieve;
DOI:10.1021/ja4064316