141293-14-3 | 2-Oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$20.00	$14.00
250mg	97%	in stock	$28.00	$20.00
1g	97%	in stock	$44.00	$31.00
5g	97%	in stock	$116.00	$82.00
10g	97%	in stock	$231.00	$162.00

Description

• Catalog Number: AD72352
• Chemical Name: 2-Oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester
• CAS Number: 141293-14-3
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.2044
• MDL Number: MFCD01318910
• SMILES: O=C(N1CC=CC1=O)OC(C)(C)C

Computed Properties

• Complexity: 263
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• XLogP3: 1

Upstream Synthesis Route

Tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate, often referred to as $name$, is a versatile compound widely utilized in chemical synthesis for its unique properties and reactivity. This compound serves as a valuable building block in organic synthesis, offering a convenient pathway to various complex molecules through diverse transformations.In chemical synthesis, $name$ can act as a masked form of a pyrrole carboxylic acid, enabling selective functional group manipulations and facilitating the construction of intricate molecular architectures. Its tert-butyl ester group provides steric hindrance and increased stability, allowing for selective deprotonation and subsequent reactions at the desired positions.One prominent application of tert-Butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate is in the synthesis of heterocyclic compounds, particularly in the formation of pyrrole derivatives. By leveraging the reactivity of the carbonyl group and the pyrrole core, this compound serves as a key intermediate in the preparation of various natural products, pharmaceuticals, and functional materials.Moreover, the ease of derivatization of $name$ further enhances its utility in chemical synthesis, enabling the introduction of diverse functional groups for fine-tuning the properties of the resulting compounds. Its compatibility with a range of synthetic methodologies makes it a valuable tool for organic chemists in designing and accessing novel molecules with tailored functionalities and properties.

Literature

• 5-Hydroxyalkyl derivatives of tert-butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate: diastereoselectivity of the Mukaiyama crossed-aldol-type reaction.

  Acta crystallographica. Section C, Crystal structure communications 20090401

• Vicarious silylative Mukaiyama aldol reaction: a vinylogous extension.

  The Journal of organic chemistry 20080718