(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

Base Information

Chemical Name:(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate
CAS No.:100343-11-1
Molecular Formula:C₁₆H₂₁FO₇S
Molecular Weight:376.403
Hs Code.:

Synonyms:(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

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Chemical Property of (R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

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Technology Process of (R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

There total 5 articles about (R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate 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: 77.0%

: 18530-81-9
(R)-1-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 100343-11-1
(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(91)80124-6

Reference yield:

: 2595-05-3
Diacetone D-glucose

: 100343-11-1
(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: diethylamino-sulfur trifluoride; pyridine / dichloromethane / 48 h / 20 °C

2: acetic acid / water / 24 h / 20 °C

3: pyridine / 12 h / 0 - 20 °C

With pyridine; diethylamino-sulfur trifluoride; acetic acid; In dichloromethane; water;

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 100343-11-1
(R)-2-((3aR,5R,6S,6aS)-6-fluoro-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: dipyridinium dichromate; acetic anhydride / dichloromethane / 16 h / 20 °C

2: ethanol; water; sodium tetrahydroborate / 16 h / 20 °C

3: diethylamino-sulfur trifluoride; pyridine / dichloromethane / 48 h / 20 °C

4: acetic acid / water / 24 h / 20 °C

5: pyridine / 12 h / 0 - 20 °C

With pyridine; sodium tetrahydroborate; dipyridinium dichromate; ethanol; diethylamino-sulfur trifluoride; water; acetic anhydride; acetic acid; In dichloromethane; water;