1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-β-D-glucopyranose
CAS No.:929879-93-6
Molecular Formula:C₂₅H₂₉N₃O₁₃
Molecular Weight:579.518
Hs Code.:

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

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

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

There total 4 articles about 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-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: 88.0%

: 929879-87-8
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-6-(2-propenyl)-β-D-glucopyranuronosyl)-β-D-glucopyranose

: 929879-93-6
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-β-D-glucopyranose

Guidance literature:: With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 0 ℃; for 1h;
DOI:10.1002/chem.200601111

Reference yield:

: 6-(4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid allyl ester

: 929879-93-6
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine / aq. NaHCO₃; dimethylformamide / 12 h / 20 °C

2: 88 percent / pyrrolidine / [Pd(PPh₃)4] / acetonitrile / 1 h / 0 °C

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In sodium hydrogencarbonate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200601111

Reference yield:

: 796873-39-7
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(β-D-glucopyranosyluronic acid)-β-D-glucopyranose

: 929879-93-6
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: aq. NaHCO₃; dimethylformamide / 12 h / 20 °C

2: 4-dimethylaminopyridine / aq. NaHCO₃; dimethylformamide / 12 h / 20 °C

3: 88 percent / pyrrolidine / [Pd(PPh₃)4] / acetonitrile / 1 h / 0 °C

With pyrrolidine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In sodium hydrogencarbonate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/chem.200601111