dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

Base Information

Chemical Name:dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate
CAS No.:356533-65-8
Molecular Formula:C₂₆H₃₀FO₁₁P
Molecular Weight:568.49
Hs Code.:

Synonyms:dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

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Chemical Property of dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

Chemical Property:

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Technology Process of dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

There total 6 articles about dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate 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: 17.0%

: 119095-47-5
triethylammonium dibenzyl phosphate

: tri-O-acetyl-3-deoxy-3-fluoro-D-galactofuranosyl bromide

: 356533-65-8
dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

: dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-β-D-galactofuranosyl)phosphate

Guidance literature:: With triethylamine; In toluene; at 20 ℃;
DOI:10.1021/ja010473l

Reference yield:

: 22435-76-3
3-deoxy-3-fluoro-1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

: 356533-65-8
dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / 80percent aq. AcOH / 0.42 h / 70 °C

2: 5.1 g / pyridine / 2 h / 20 °C

3: 71 percent / 80percent aq. AcOH / 6 h / 75 °C

4: 3.78 g / pyridine / 2 h / 20 °C

5: bromotrimethylsilane / CH₂Cl₂ / 18 h / 20 °C

6: 8 percent / Et₃N / toluene / 20 °C

With pyridine; trimethylsilyl bromide; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ja010473l

Reference yield:

: 356533-61-4
1,2-O-isopropylidene-3-deoxy-3-fluoro-α-D-galactofuranose

: 356533-65-8
dibenzyl (2,5,6-tri-O-acetyl-3-deoxy-3-fluoro-α-D-galactofuranosyl)phosphate

Guidance literature:: Multi-step reaction with 5 steps

1: 5.1 g / pyridine / 2 h / 20 °C

2: 71 percent / 80percent aq. AcOH / 6 h / 75 °C

3: 3.78 g / pyridine / 2 h / 20 °C

4: bromotrimethylsilane / CH₂Cl₂ / 18 h / 20 °C

5: 8 percent / Et₃N / toluene / 20 °C

With pyridine; trimethylsilyl bromide; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ja010473l