59378-87-9 | Pyrrolidine-3-carboxylic acid

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$10.00	$7.00
1g	95%	in stock	$22.00	$16.00
5g	98%	in stock	$79.00	$56.00
10g	98%	in stock	$139.00	$97.00
25g	95%	in stock	$245.00	$171.00

Description

• Catalog Number: AB65557
• Chemical Name: Pyrrolidine-3-carboxylic acid
• CAS Number: 59378-87-9
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.1305
• MDL Number: MFCD01318699
• SMILES: OC(=O)C1CNCC1

Computed Properties

• Complexity: 103
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• Undefined Atom Stereocenter Count: 1
• XLogP3: -3.2

Upstream Synthesis Route

3-Pyrrolidinecarboxylic acid, also known as proline, is a versatile organic compound commonly used in chemical synthesis due to its unique structural and chemical properties. This cyclic amino acid plays a crucial role in various synthesis reactions in the field of organic chemistry.1. As a Chiral Building Block: 3-Pyrrolidinecarboxylic acid is widely utilized as a chiral building block in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Its chiral nature allows for the creation of enantiopure compounds, which are essential in drug development and asymmetric catalysis.2. Catalysis: Proline is known for its catalytic properties, specifically in aldol condensation reactions. It acts as an organocatalyst, facilitating the formation of asymmetric carbon-carbon bonds with high selectivity and efficiency. This makes it an essential tool in the synthesis of complex molecules with specific stereochemistry.3. Peptide Synthesis: Due to its presence in many peptide structures, 3-Pyrrolidinecarboxylic acid is commonly used in peptide synthesis. It serves as a key component in the formation of peptide bonds and the construction of peptide chains for various biological and chemical applications.Overall, 3-Pyrrolidinecarboxylic acid is a valuable tool in chemical synthesis, offering a wide range of applications in the creation of diverse organic compounds with specific stereochemical properties. Its versatility and effectiveness make it a fundamental building block in the field of organic chemistry.

Literature

• Catalysis of 3-pyrrolidinecarboxylic acid and related pyrrolidine derivatives in enantioselective anti-Mannich-type reactions: importance of the 3-acid group on pyrrolidine for stereocontrol.

  Journal of the American Chemical Society 20080123

• 3-Pyrrolidinecarboxylic acid for direct catalytic asymmetric anti-Mannich-type reactions of unmodified ketones.

  Journal of the American Chemical Society 20060802

• An efficient route to either enantiomer of orthogonally protected trans-3-aminopyrrolidine-4-carboxylic acid.

  The Journal of organic chemistry 20010518