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CAS 76855-69-1

(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone TCI A1124

(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone TCI A1124

Chemical Identity

CAS No.
76855-69-1
PubChem
CID 13073892·SID 87562608
Formula
C13H25NO4Si
Molecular weight
287.43 g/mol
Purity
>98.0%(N)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
[(2R,3R)-3-[(1S)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-4-oxoazetidin-2-yl] acetate
SMILES
C[C@@H]([C@@H]1[C@H](NC1=O)OC(=O)C)O[Si](C)(C)C(C)(C)C
InChIKey
GWHDKFODLYVMQG-PTOFAABTSA-N
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(3R,4R)-4-Acetoxy-3-[(R)-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone is a complex chemical compound widely used in asymmetric synthesis. This compound plays a crucial role in laboratories where precise control over molecular configuration is essential. It is a key component in the development of chiral molecules, which are vital in pharmaceutical and organic chemistry research. Its unique molecular structure, featuring an azetidinone ring substituted with acetoxy and tert-butyldimethylsilyloxy groups, makes it highly valuable for synthetic chemists seeking to create biologically active compounds with specific stereochemistry.

The compound's preference in laboratory settings stems from its stability under controlled conditions and its reactivity in various synthetic processes. Its silyl group allows for easy chemical modification, making it a versatile building block for complex molecule synthesis. Additionally, its ability to function as a substrate in asymmetric reactions enhances its utility in creating enantiomerically pure compounds. These properties make it a preferred choice for researchers aiming to achieve high stereocontrol in their synthetic pathways.

In Indonesian laboratories, this compound is commonly used in organic chemistry and pharmacological research. It is a fundamental tool for scientists working on drug development and molecular structure analysis. Its application is widespread in academic and industrial research settings, where the need for precise stereochemical control is critical. Researchers rely on its predictable chemical behavior to design and execute complex synthetic strategies with confidence.

  • Asymmetric Synthesis: This compound is ideal for asymmetric synthesis due to its chiral framework and reactivity in enantioselective reactions.
  • Pharmaceutical Research: It is used in drug development to create chiral intermediates that are essential for producing biologically active compounds.
  • Organic Chemistry Studies: The compound supports the synthesis of complex organic molecules, offering a reliable building block for advanced chemical structures.
  • Stereochemical Analysis: Its well-defined stereochemistry makes it suitable for studies involving chiral molecule characterization and configuration control.
  • Academic Research: It is a valuable resource for universities and research institutions focusing on advanced synthetic methodologies and molecular design.

Brand TCI
CAS number 76855-69-1
Molecular formula —
Purity —
Category Chemistry > Asymmetric Synthesis > Chiral Building Blocks
Pack sizes Available in various quantities as per standard laboratory supply
Physical form Solid or powder, depending on the specific product variant
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its chemical stability. It is recommended to use airtight containers to prevent exposure to moisture and air, which could affect its integrity. Due to its chemical nature, it should be handled in a well-ventilated area, and appropriate personal protective equipment should be worn. Avoid contact with incompatible substances to ensure safety during storage and use. Regular monitoring of storage conditions is advised to maintain optimal performance in laboratory applications.

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