3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

Base Information

Chemical Name:3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside
CAS No.:1323207-95-9
Molecular Formula:C₂₄H₂₇FN₂O₁₆
Molecular Weight:618.481
Hs Code.:

Synonyms:3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

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Chemical Property of 3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

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Technology Process of 3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

There total 5 articles about 3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside 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: 63.0%

: 3945-26-4,4536-02-1,4556-49-4,4556-50-7,16051-71-1,22893-62-5,90822-01-8,108393-17-5
α-D-xylopyranosyl fluoride

: 1323207-70-0
3,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylopyranoside

: 108-24-7
acetic anhydride

: 1323208-29-2
3,4-dinitrophenyl 3,4-di-O-acetyl-2-deoxy-2-fluoro-β-D-xyloside

: 1323207-95-9
3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

: 1323207-97-1
3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-[tri-O-acetyl-β-D-xylopyranosyl-(1->4)-di-O-acetyl-β-D-xylosyl]-β-D-xyloside

Guidance literature:: α-D-xylopyranosyl fluoride; 3,4-dinitrophenyl 2-deoxy-2-fluoro-β-D-xylopyranoside; With Bhxglycosynthase E₃₃₄G mutant; at 20 ℃; for 24h; pH=7; aq. phosphate buffer; Enzymatic reaction;

acetic anhydride; With pyridine; dmap; at 20 ℃; for 16h;
DOI:10.1002/cbic.201100229

Reference yield:

: 577-71-9
3,4-dinitophenol

: 1323207-95-9
3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine; CaH₂⁽²⁺⁾*O₄S^(2-); silver carbonate / acetonitrile / 0.17 h / 20 °C / Inert atmosphere; Darkness

1.2: 0.5 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / methanol / 24 h / 0 - 20 °C

3.1: Bhxglycosynthase E₃₃₄G mutant / 24 h / 20 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

3.2: 16 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; Bhxglycosynthase E₃₃₄G mutant; CaH₂⁽²⁺⁾*O₄S^(2-); silver carbonate; In methanol; acetonitrile;
DOI:10.1002/cbic.201100229

Reference yield:

: 1323208-29-2
3,4-dinitrophenyl 3,4-di-O-acetyl-2-deoxy-2-fluoro-β-D-xyloside

: 1323207-95-9
3,4-dinitrophenyl 4-O-acetyl-2-deoxy-2-fluoro-3-(tri-O-acetyl-β-D-xylopyranosyl)-β-D-xyloside

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / methanol / 24 h / 0 - 20 °C

2.1: Bhxglycosynthase E₃₃₄G mutant / 24 h / 20 °C / pH 7 / aq. phosphate buffer; Enzymatic reaction

2.2: 16 h / 20 °C

With hydrogenchloride; Bhxglycosynthase E₃₃₄G mutant; In methanol;
DOI:10.1002/cbic.201100229