Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

Base Information

Chemical Name:Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester
CAS No.:155585-29-8
Molecular Formula:C₁₇H₂₁F₃O₇S
Molecular Weight:426.411
Hs Code.:

Synonyms:Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

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Chemical Property of Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

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Technology Process of Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

There total 5 articles about Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester 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:

: 155585-24-3
3-O-benzyl-6-deoxy-1,2-isopropylidene-β-L-talofuranose

: 358-23-6
trifluoromethylsulfonic anhydride

: 155585-29-8
Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1246/bcsj.67.236

Reference yield:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 155585-29-8
Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) pyridine / 1.) 55 deg C, overnight, 2.) RT, 3 h

2: 97 percent / 80percent aq. AcOH / 3 h / 50 °C

3: 89 percent / CH₃ONa / methanol / 2 h / Ambient temperature

4: 97 percent / LiAlH₄ / diethyl ether / 0.5 h / Heating

5: pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; lithium aluminium tetrahydride; sodium methylate; acetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1246/bcsj.67.236

Reference yield:

: 155585-34-5
(3aR,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-[(2S)-oxiran-2-yl]tetrahydrofuro[2,3-d][1,3]dioxole

: 155585-29-8
Trifluoro-methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / LiAlH₄ / diethyl ether / 0.5 h / Heating

2: pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1246/bcsj.67.236