(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

Base Information

Chemical Name:(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one
CAS No.:1616487-86-5
Molecular Formula:C₅₄H₈₂N₆O₁₂
Molecular Weight:1007.28
Hs Code.:

Synonyms:(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

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Chemical Property of (E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

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Technology Process of (E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

There total 5 articles about (E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one 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: 90.0%

: 13733-78-3
dodecyl azide

: 1616487-84-3
(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-(3,4-bisprop-1’-oxo-2’-yne phenyl)-but-3-ene-2-one

: 1616487-86-5
(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1039/c3nj01591b

Reference yield:

: 2280-44-6
D-Glucose

: 1616487-86-5
(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / Reflux

2: zinc(II) chloride / Reflux

3: dichloromethane / 20 °C / Alkaline conditions

4: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tetrahydrofuran / 24 h / 20 °C

With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; sodium L-ascorbate; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; 1: |Knoevenagel Condensation;
DOI:10.1039/c3nj01591b

Reference yield:

: 215510-13-7
1-(β-D-glucopyranosyl)propan-2-one

: 1616487-86-5
(E)-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-4-{3,4-bis[1'-(dodecyl)-4'-hydroxymethylenetriazolo]phenyl}but-3-ene-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: zinc(II) chloride / Reflux

2: dichloromethane / 20 °C / Alkaline conditions

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tetrahydrofuran / 24 h / 20 °C

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1039/c3nj01591b