Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester
CAS No.:132454-54-7
Molecular Formula:C₂₁H₂₁F₃O₇S
Molecular Weight:474.455
Hs Code.:

Synonyms:Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

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Chemical Property of Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

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Technology Process of Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

There total 10 articles about Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 132454-53-6
(3R,4S,5S)-4,5-Bis-benzyloxymethyl-3-hydroxy-dihydro-furan-2-one

: 132454-54-7
Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; In dichloromethane; at -30 ℃; Yield given;
DOI:10.1016/S0040-4039(00)97210-1

Reference yield:

: 69832-48-0
((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol

: 132454-54-7
Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: AcOH / H₂O

2: NaIO₄ / ethanol; H₂O

3: NaBH₄ / ethanol

4: NaH / dimethylformamide

5: aq. TFA

6: Br₂, barium benzoate / H₂O; dioxane

7: pyridine / CH₂Cl₂ / -30 °C

With pyridine; sodium tetrahydroborate; sodium periodate; bromine; sodium hydride; acetic acid; barium benzoate; trifluoroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97210-1

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 132454-54-7
Trifluoro-methanesulfonic acid (3R,4R,5S)-4,5-bis-benzyloxymethyl-2-oxo-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

3: AcOH / H₂O

4: NaIO₄ / ethanol; H₂O

5: NaBH₄ / ethanol

6: NaH / dimethylformamide

7: aq. TFA

8: Br₂, barium benzoate / H₂O; dioxane

9: pyridine / CH₂Cl₂ / -30 °C

With pyridine; sodium tetrahydroborate; sodium periodate; bromine; sodium hydride; acetic acid; barium benzoate; trifluoroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97210-1