2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

Base Information

Chemical Name:2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate
CAS No.:357979-11-4
Molecular Formula:C₂₄H₂₆FO₁₁P
Molecular Weight:540.436
Hs Code.:

Synonyms:2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

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Chemical Property of 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

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Technology Process of 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

There total 6 articles about 2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate 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: 60.0%

: 226382-58-7
3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 357979-11-4
2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

Guidance literature:: 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranose; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/acs.joc.6b01485

Reference yield: 42.0%

: 108794-37-2,108794-38-3,108794-41-8,108794-42-9
3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α,β-D-glucopyranose

: 2524-64-3
chlorophosphoric acid diphenyl ester

: diphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl phosphate

: 357979-11-4
2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

Guidance literature:: 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α,β-D-glucopyranose; With dmap; In dichloromethane; at 20 ℃; for 0.25h;

chlorophosphoric acid diphenyl ester; In dichloromethane; at -12 - 0 ℃; for 2h;
DOI:10.1016/S0968-0896(00)00334-5

Reference yield:

: 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-α-D-glucopyranosyl iodide

: 48168-03-2
diphenylphosphatoxy anion

: diphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-fluoro-β-D-glucopyranosyl phosphate

: 357979-11-4
2-deoxy-2-fluoro-3,4,6-tri-O-acetyl-α-D-glucopyranosyl 1-diphenylphosphate

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In water; ethyl acetate; at 20 ℃; for 80h; Overall yield = 75 %; Overall yield = 19.4 mg; Inert atmosphere;
DOI:10.1021/acs.orglett.5b01259