tert-butyl (4S)-4-[(E)-3-bromoprop-1-enyl]-2,2-dimethyl-oxazolidine-3-carboxylate
94%
- Product Code: 232515
CAS:
144619-38-5
| Molecular Weight: | 320.22268 g./mol | Molecular Formula: | C₁₃H₂₂BrNO₃ |
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| EC Number: | MDL Number: | MFCD26406816 | |
| Melting Point: | Boiling Point: | ||
| Density: | Storage Condition: | Room temperature |
Product Description:
Used as a chiral auxiliary in asymmetric synthesis, this compound enables the stereocontrolled formation of complex organic molecules. Its rigid oxazolidine ring and defined stereochemistry at the 4-position allow high diastereoselectivity in alkylations, aldol reactions, and conjugate additions. The tert-butyl carbamate-protected structure enhances stability and facilitates easy removal under mild acidic conditions. The bromoalkenyl group serves as a versatile handle for further transformations, such as cross-coupling reactions (e.g., Suzuki or Heck reactions), enabling the construction of carbon-carbon bonds in pharmaceutical and natural product synthesis. Commonly employed in medicinal chemistry for the preparation of enantiomerically pure intermediates, especially in the development of bioactive molecules where stereochemistry is critical.
Sizes / Availability / Pricing:
| Size | Availability | Price | Quantity |
|---|---|---|---|
| 0.100 | 10-20 days | Ft53,822.57 |
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| 0.500 | 10-20 days | Ft178,607.33 |
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tert-butyl (4S)-4-[(E)-3-bromoprop-1-enyl]-2,2-dimethyl-oxazolidine-3-carboxylate
Used as a chiral auxiliary in asymmetric synthesis, this compound enables the stereocontrolled formation of complex organic molecules. Its rigid oxazolidine ring and defined stereochemistry at the 4-position allow high diastereoselectivity in alkylations, aldol reactions, and conjugate additions. The tert-butyl carbamate-protected structure enhances stability and facilitates easy removal under mild acidic conditions. The bromoalkenyl group serves as a versatile handle for further transformations, such as cross-coupling reactions (e.g., Suzuki or Heck reactions), enabling the construction of carbon-carbon bonds in pharmaceutical and natural product synthesis. Commonly employed in medicinal chemistry for the preparation of enantiomerically pure intermediates, especially in the development of bioactive molecules where stereochemistry is critical.
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