3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

Base Information

Chemical Name:3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose
CAS No.:391201-58-4
Molecular Formula:C₁₆H₁₉F₃O₇S
Molecular Weight:412.384
Hs Code.:

Synonyms:3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

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Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

There total 5 articles about 3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose 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: 96.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 391201-57-3
[(3aS,5S,6R,6aS)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methanol

: 391201-58-4
3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

Guidance literature:: With pyridine; In dichloromethane; at -30 ℃; for 1h;
DOI:10.1016/S0040-4020(01)00885-7

Reference yield:

: 41546-31-0
L-xylose

: 391201-58-4
3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: conc. H₂SO₄ / 3 h / 0 °C

1.2: 80 percent / aq. HCl / methanol / 20 °C

2.1: 91 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3.1: 92 percent / NaH / dimethylformamide / 1 h / 20 °C

4.1: 98 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

5.1: 96 percent / pyridine / CH₂Cl₂ / 1 h / -30 °C

With pyridine; 1H-imidazole; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00885-7

Reference yield:

: 114861-22-2
1,2-O-isopropylidene-α-L-xylofuranose

: 391201-58-4
3-O-benzyl-1,2-O-isopropylidene-5-O-trifluoromethanesulfonyl-α-L-xylofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

2: 92 percent / NaH / dimethylformamide / 1 h / 20 °C

3: 98 percent / TBAF / tetrahydrofuran / 1 h / 20 °C

4: 96 percent / pyridine / CH₂Cl₂ / 1 h / -30 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00885-7