TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE synthesis
- Product Name:TRIISOPROPYLSILYL TRIFLUOROMETHANESULFONATE
- CAS Number:80522-42-5
- Molecular formula:C10H21F3O3SSi
- Molecular Weight:306.42
6485-79-6
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$10.00/5g
1493-13-6
596 suppliers
$12.00/5g
80522-42-5
250 suppliers
$12.00/1g
Yield:-
Reaction Conditions:
in dichloromethane at 0 - 20;Inert atmosphere;
Steps:
Synthesis of hydroxy-lactone 12
Method b. A solution of TIPSOTf was prepared by dropwise addition of TIPSH (1.15 equiv, 333.9 mmol, 68.4 mL) to a solution of TfOH (28.3 mL, 1.1 equiv, 319.4 mmol) in 100 mL of dry DCM at 0 °C under argon atmosphere. The ice bath was maintained until complete formation of H2 gas. The reaction mixture was stirred for an additional hour at room temperature. Then it was cannulated at 0 °C under inert atmosphere into a flask containing 50 g of diol 11 (290.4 mmol), 60.8 mL of Et3N (1.5 equiv, 435.6 mmol) and 300 mLof anhydrous DMF. The reaction mixture was stirred overnight at room temperature. After addition of water (7-10 vol), the crude mixture was extracted with ethyl acetate. The extract was washed with brine and dried over MgSO4. Evaporation of the solvent quantitatively yielded 12 as an oil which was more than did not need further purification (purity > 95%). It was directly used in the next step.
References:
Colens, Alain;Dufour, Mathilde;Gati, Wafa;Ghosez, Léon;Munyemana, François;Qiao, Qi;Rosse, Gérard;Schweiger, Ed;Srour, Aladdin;Téchy, Brigitte;Vardhan Reddy, K. Harsha [Tetrahedron,2020]
1493-13-6
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$12.00/5g
24400-84-8
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$43.00/1 g
80522-42-5
250 suppliers
$12.00/1g
13154-24-0
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$20.00/10g
1493-13-6
596 suppliers
$12.00/5g
80522-42-5
250 suppliers
$12.00/1g