4931-66-2 | Methyl L-pyroglutamate

Packsize	Purity	Availability	Price	Discounted Price
5g	95%	in stock	$6.00	$4.00
10g	95%	in stock	$7.00	$5.00
25g	95%	in stock	$8.00	$5.00
100g	95%	in stock	$13.00	$9.00
500g	95%	in stock	$62.00	$44.00

Description

• Catalog Number: AB76087
• Chemical Name: Methyl L-pyroglutamate
• CAS Number: 4931-66-2
• Molecular Formula: C6H9NO3
• Molecular Weight: 143.1406
• MDL Number: MFCD00080931
• SMILES: COC(=O)[C@@H]1CCC(=O)N1

Computed Properties

• Complexity: 166
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: -0.4

Upstream Synthesis Route

Methyl L-pyroglutamate is a versatile compound widely used in chemical synthesis for its unique properties and applications. In organic chemistry, it serves as a key building block in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals. Its chiral nature makes it particularly valuable in the asymmetric synthesis of complex molecules, allowing for the creation of enantiomerically pure compounds with high efficiency and yield. Additionally, Methyl L-pyroglutamate can be employed as a protecting group for amines and other functional groups, facilitating selective reactions and enhancing the overall synthetic strategy. Overall, its diverse utility and compatibility with a range of reaction conditions make Methyl L-pyroglutamate an indispensable tool for chemists seeking to advance their research and development efforts.

Literature

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  Chirality 20120201

• Secondary metabolites from fungus Nigrospora sp.

  Journal of Asian natural products research 20120101

• Nitrone [2+3]-cycloadditions in stereocontrolled synthesis of a potent proteasome inhibitor: (-)-omuralide.

  The Journal of organic chemistry 20071221

• Three-component reactions with (S)-methyl pyroglutamate: an efficient way to diversely substituted asymmetric amidocyclohexenes.

  Chemistry, an Asian journal 20070604

• Diastereoselective syntheses of deoxydysibetaine, dysibetaine, and its 4-epimer.

  The Journal of organic chemistry 20041029

• Application of intramolecular enyne metathesis to the synthesis of aza[4.2.1]bicyclics: enantiospecific total synthesis of (+)-anatoxin-a.

  Organic letters 20040415