page_banner

Products

(3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone CAS: 90776-58-2

Short Description:

Catalog Number: XD94113
Cas: 90776-58-2
Molecular Formula: C14H27NO4Si
Molecular Weight: 301.46
Availability: In Stock 
Price:  
Prepack:  
Bulk Pack: Request Quote

 


Product Detail

Product Tags

Catalog Number XD94113
Product Name (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone
CAS 90776-58-2
Molecular Formula C14H27NO4Si
Molecular Weight 301.46
Storage Details Ambient

 

Product Specification

Appearance White powder
Assay 99% min

 

(3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone is a synthetic compound that holds significant importance in organic chemistry due to its versatility and unique structural properties. This compound finds various applications in organic synthesis, particularly in the development of pharmaceuticals and fine chemicals.The compound's structure consists of a four-membered azetidinone ring, which provides a platform for diverse chemical transformations. The presence of an (R)-1-carboxyethyl group enables easy incorporation of carboxylic acid functionality into target molecules. Additionally, the attachment of an (R)-1-(tert-butyldimethylsilyloxy)ethyl group offers protection and permits selective modifications during synthetic processes.One of the key uses of (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone is in the development of chiral building blocks for asymmetric synthesis. The compound possesses two chiral centers, allowing the introduction of chirality into organic molecules. This feature is pivotal in medicinal chemistry and drug development, where enantiopure compounds are often crucial for their biological activity.The synthetic utility of (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone is further enhanced by its ability to undergo various reactions. The azetidinone ring can be opened or closed, enabling the formation of fused or spirocyclic structures. The (R)-1-carboxyethyl group allows for the introduction of other functional groups through substitution or further synthetic manipulations.Moreover, (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone is an essential intermediate in the synthesis of biologically active compounds, including pharmaceuticals. By selectively modifying different parts of the molecule, chemists can develop analogs and derivatives of existing drugs to improve their pharmacological properties, such as potency or selectivity.The tert-butyldimethylsilyloxy (TBS) protecting group, attached to the azetidinone ring, plays a critical role in the compound's use. It safeguards reactive sites during synthetic transformations, preventing unwanted reactions and ensuring selectivity. The TBS group can then be selectively removed under specific conditions, allowing access to the desired compound.In summary, (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone is a versatile compound that finds extensive application in organic synthesis, particularly in the development of pharmaceuticals. Its unique structure and reactivity enable the introduction of chirality and diverse functionalities into target molecules. The compound's synthetic utility, combined with the selective protection afforded by the TBS group, makes it an invaluable tool in the synthesis of fine chemicals and drug discovery research.


  • Previous:
  • Next:

  • Close

    (3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone CAS: 90776-58-2