1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene

Base Information

• Chemical Name: 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene
• CAS No.: 1414849-23-2
• Molecular Formula: C₂₀H₂₃FO₉
• Molecular Weight: 426.396
• Mol file: 1414849-23-2.mol

Synonyms:1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene

Chemical Property of 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene

Chemical Property:

Purity/Quality:

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Technology Process of 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene

There total 2 articles about 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene 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:

4-flourophenylmagnesium bromide (352-13-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene (1414849-23-2) + 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (1414849-24-3)

Guidance literature:

With cobalt(III) acetylacetonate; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Overall yield = 81 %; diastereoselective reaction;

DOI:10.1002/anie.201204786 DOI:10.1002/anie.201204786

Reference yield:

C18H24F2N2Zn*Br2Cl2Mg2 + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)benzene (1414849-23-2) + 1-fluoro-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene (1414849-24-3)

Guidance literature:

With dichloro(1,2-{bis[3,5-bis(trimethylsilyl)pheny]phosphino-κP}benzene)iron(II); In tetrahydrofuran; at 0 ℃; for 18h; Overall yield = 192 mg; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.7b03867

upstream raw materials:

4-flourophenylmagnesium bromide

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide