959581-98-7

Basic information

• Product Name: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-ynyl)pyrrolidine-2-carboxylic acid
• Synonyms: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-ynyl)pyrrolidine-2-carboxylic acid;Boc-(R)-4-(2-propynyl)-L-proline ;Boc-(R)-4-propargyl-L-proline;(2S,4R)-4-(2-Propyn-1-yl)-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester;(Tert-Butoxy)Carbonyl (R)-γ-propynyl-L-Pro
• CAS NO: 959581-98-7
• Molecular Formula: C13H19NO4
• Molecular Weight: 253.29426
• Product Categories: unnatural amino acids
• Mol File: 959581-98-7.mol
• Article Data: 0

Chemical Properties

• Melting Point: 95-97℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-ynyl)pyrrolidine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-ynyl)pyrrolidine-2-carboxylic acid(959581-98-7)
• EPA Substance Registry System: (2S,4R)-1-(tert-butoxycarbonyl)-4-(prop-2-ynyl)pyrrolidine-2-carboxylic acid(959581-98-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 959581-98-7(Hazardous Substances Data)

Usage

Description

(2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid is a chiral reagent characterized by its unique molecular structure, featuring a pyrrolidine ring with a tert-butoxycarbonyl group at the 1-position and a prop-2-yn-1-yl group at the 4-position. (2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid plays a crucial role in various organic synthesis processes due to its distinctive stereochemistry and functional groups.

Uses

Used in Organic Synthesis:
(2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid is used as a chiral reagent in organic synthesis for its ability to impart specific stereochemistry to target molecules. This is particularly important in the synthesis of complex organic compounds, such as pharmaceuticals and agrochemicals, where the stereochemistry can significantly influence the biological activity and selectivity of the final product.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid is used as a key intermediate in the synthesis of chiral drugs. Its unique structure allows for the creation of enantiomerically pure compounds, which is essential for ensuring the desired therapeutic effects and minimizing potential side effects associated with the less active enantiomer.
Used in Chiral Catalysts:
(2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid can also be utilized as a chiral catalyst in asymmetric reactions. Its presence can enhance the selectivity and efficiency of these reactions, leading to the production of enantiomerically enriched products. This is particularly valuable in the synthesis of chiral compounds with high purity, which is often required in various chemical and pharmaceutical applications.
Used in Analytical Chemistry:
In analytical chemistry, (2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid can be employed as a chiral derivatizing agent. This allows for the separation and analysis of enantiomers using techniques such as chromatography and mass spectrometry, providing valuable information on the stereochemistry of the compounds being studied.
Overall, (2S,4R)-1-(tert-Butoxycarbonyl)-4-(prop-2-yn-1-yl)pyrrolidine-2-carboxylic acid is a versatile chiral reagent with applications across various industries, including organic synthesis, pharmaceuticals, chiral catalysis, and analytical chemistry. Its unique structure and properties make it an invaluable tool in the development and production of enantiomerically pure compounds.