ChemicalBook CAS DataBase List (S)-3-P-MESYLOXYTETRAHYDROFURAN

(S)-3-P-MESYLOXYTETRAHYDROFURAN synthesis

4synthesis methods

Product Name:(S)-3-P-MESYLOXYTETRAHYDROFURAN
CAS Number:112052-11-6
Molecular formula:C11H14O4S
Molecular Weight:242.29

86087-24-3 Synthesis

86087-24-3
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98-59-9 Synthesis

98-59-9
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112052-11-6
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Yield:112052-11-6 83%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 8 h;Product distribution / selectivity;

Steps:

17.5
Step 5: Preparation of (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate To a solution of (R)-tetrahydrofuran-3-ol (3 g, 34.1 mmole) and Et₃N (6.9 g, 68.2 mmole) in DCM (40 mL) at 0° C. was added 4-methylbenzene-1-sulfonyl chloride (7.2 g, 37.5 mmole. The mixture was stirred at room temperature for 8 h. The mixture was washed with water, dried over MgSO₄, filtered, and concentrated. The residue was purified by flash chromatography (silica gel, 15% ethyl acetate in hexane) to give the title compound (6.8 g, 83% yield). MS (ESI) m/z: Calc. 242.1 (M⁺). Found: 243.1 (M⁺+1).

References:

Cystic Fibrosis Foundation Therapeutics, Inc. US8334292, 2012, B1 Location in patent:Page/Page column 79-80

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86087-23-2 Synthesis