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| PC9300 Silane |
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| Tert-Butyldimethylchlorosilane |
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| 18162-46-6 |
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| Because of the steric bulk of the t-butyldimethylsilyl group, it is relatively stable against de-block-ing in weakly acidic or basic media and mild oxidizing and reducing conditions. It is unaffected by hydrogenolysis over palladium and lithium aluminum hydride. Substrates blocked by the t-butyldimethylsilyl group are also stable against Grignard reagents. The stability of this blocking group has been a major factor in developing syntheses of prostaglandins, and it has found extensive use in terpenoid and carbohy-drate chemistry. In addition to the foregoing, B2790 has been utilized in the protection of alcohols, amines, carboxylic acids, phenols and other substrates. Preparation of blocked intermediates is most satisfactorily achieved by reaction of the substrate with PC9003 in the presence of a molar excess of imidazole using DMF as solvent. Removal of the t-butyldimethylsilyl group is readily accomplished through hydrolysis using acetic acid, acetic anhydride containing FeCI3 or with tetrabutylammonium fluoride in THF. |
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Molecular Weight: 150.72
Color and Appearance: White crystalline solid
Density d4/20'C: 0.83
Boiling Point: 124-126'C(760mmHg)
Melting Point: 79-81'C
Flash Point: 22'C
Min. Purity: 99.0% |
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