6-(t-butyldimethylsiloxy)-3,4-dihydro-2H-pyran
97%
Reagent
Code: #191848
CAS Number
130650-09-8
blur_circular Chemical Specifications
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Molecular Information
Weight
214.377 g/mol
Formula
C₁₁H₂₂O₂Si
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Registry Numbers
MDL Number
MFCD00134551
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Physical Properties
Boiling Point
125-131 °C at 28 mmHg(lit.)
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Storage & Handling
Storage
2-8°C
description Product Description
Used as a protected form of 6-hydroxy-3,4-dihydro-2H-pyran in organic synthesis, particularly in the preparation of complex natural products and pharmaceuticals. The t-butyldimethylsiloxy (TBS) group acts as a robust protecting group for alcohols, offering stability under a variety of reaction conditions while being selectively removable with fluoride reagents. This compound is valuable in multi-step syntheses where chemoselectivity and functional group compatibility are critical, such as in the construction of polyketide-like structures or carbohydrate derivatives. Its cyclic enol ether structure also allows for controlled ring-opening or functionalization reactions, making it a versatile building block in synthetic routes.
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6-(t-butyldimethylsiloxy)-3,4-dihydro-2H-pyran
Used as a protected form of 6-hydroxy-3,4-dihydro-2H-pyran in organic synthesis, particularly in the preparation of complex natural products and pharmaceuticals. The t-butyldimethylsiloxy (TBS) group acts as a robust protecting group for alcohols, offering stability under a variety of reaction conditions while being selectively removable with fluoride reagents. This compound is valuable in multi-step syntheses where chemoselectivity and functional group compatibility are critical, such as in the construction of polyketide-like structures or carbohydrate derivatives. Its cyclic enol ether structure also allows for controlled ring-opening or functionalization reactions, making it a versatile building block in synthetic routes.
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