Description
tert-Butyl dimethyl(prop-2-en-1-yl)silyl carbonate (CAS No. 661464-02-4) is a high-purity organosilicon compound with the molecular formula C10H20O3Si. This specialized reagent is widely used in organic synthesis, particularly in protective group chemistry for alcohols and amines. The compound features a reactive allyl group and a tert-butyl carbonate moiety, making it valuable for controlled deprotection strategies. Supplied as a clear, colorless to pale yellow liquid, it is rigorously tested for quality, including GC analysis to ensure >95% purity. Suitable for use under inert atmospheres, this product is packaged in amber glass bottles to ensure stability and longevity. Ideal for researchers in pharmaceuticals, materials science, and fine chemical synthesis.
Properties
- CAS Number: 661464-02-4
- Complexity: 216
- IUPAC Name: [allyl(dimethyl)silyl] tert-butyl carbonate
- InChI: InChI=1S/C10H20O3Si/c1-7-8-14(5,6)13-9(11)12-10(2,3)4/h7H,1,8H2,2-6H3
- InChI Key: IYWUEOXUAYRXJE-UHFFFAOYSA-N
- Exact Mass: 216.11817103
- Molecular Formula: C10H20O3Si
- Molecular Weight: 216.35
- SMILES: CC(C)(C)OC(=O)O[Si](C)(C)CC=C
- Topological: 35.5
- Monoisotopic Mass: 216.11817103
- Synonyms: 661464-02-4, tert-Butyl dimethyl(prop-2-en-1-yl)silyl carbonate, DTXSID50792761
Application
This compound serves as a versatile protecting group reagent in multi-step organic syntheses, particularly for sensitive functional groups. It demonstrates excellent stability under basic conditions while allowing selective deprotection under mild acidic conditions. Researchers frequently employ it in nucleoside and carbohydrate chemistry to protect hydroxyl groups during complex transformations. The allyl functionality provides additional opportunities for further modification via olefin metathesis or cross-coupling reactions.
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