((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Base Information

Chemical Name:((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate
CAS No.:1434144-23-6
Molecular Formula:C₁₄H₁₇FO₅
Molecular Weight:284.284
Hs Code.:

Synonyms:((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

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Chemical Property of ((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Chemical Property:

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Technology Process of ((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

There total 3 articles about ((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate 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:

: 1434144-22-5
((2R,3R,5R)-3-fluoro-5-methoxy-4-oxotetrahydrofuran-2-yl)methyl benzoate

: 75-16-1
methylmagnesium bromide

: 1434144-23-6
((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

: 1434144-24-7
((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: methylmagnesium bromide; With titanium tetrachloride; In diethyl ether; at -78 ℃; for 0.5h;

((2R,3R,5R)-3-fluoro-5-methoxy-4-oxotetrahydrofuran-2-yl)methyl benzoate; In diethyl ether; at -30 ℃; for 0.0833333h; Overall yield = 26 %; Overall yield = 170 mg;

Reference yield:

: ((2R,3R,4R,5R)-3,4-dihydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate

: 1434144-23-6
((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

: 1434144-24-7
((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / 20 °C

2.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

3.1: titanium tetrachloride / diethyl ether / 0.5 h / -78 °C

3.2: 0.08 h / -30 °C

With diethylamino-sulfur trifluoride; titanium tetrachloride; Dess-Martin periodane; In diethyl ether; dichloromethane;

Reference yield:

: 237410-10-5
((2R,3S,4S,5R)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate

: 1434144-23-6
((2R,3R,4S,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

: 1434144-24-7
((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

2.1: titanium tetrachloride / diethyl ether / 0.5 h / -78 °C

2.2: 0.08 h / -30 °C

With titanium tetrachloride; Dess-Martin periodane; In diethyl ether; dichloromethane;