tert-butyl (4S)-4-[(E)-3-bromoprop-1-enyl]-2,2-dimethyl-oxazolidine-3-carboxylate

94%

Reagent Code: #232515
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CAS Number 144619-38-5

science Other reagents with same CAS 144619-38-5

blur_circular Chemical Specifications

scatter_plot Molecular Information
Weight 320.22268 g/mol
Formula C₁₃H₂₂BrNO₃
badge Registry Numbers
MDL Number MFCD26406816
inventory_2 Storage & Handling
Storage Room temperature

description 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.

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Size Availability Unit Price Quantity
inventory 100mg
10-20 days ฿5,150.00
inventory 500mg
10-20 days ฿17,090.00
tert-butyl (4S)-4-[(E)-3-bromoprop-1-enyl]-2,2-dimethyl-oxazolidine-3-carboxylate
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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

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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