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Sigma Aldrich White-Clark Catalyst

Catalog No. 901425100MG Shop All MilliporeSigma Sigma Organic Chemistry Products
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90-142-5100MG 100 mg
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Catalog No. 90-142-5100MG Supplier Sigma Aldrich Supplier No. 901425100MG
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MilliporeSigma Sigma Organics products encompass a wide range of quality reagents, solvents, catalysts, and building blocks for organic synthesis. From benchtop discovery to process development and scale-up, Sigma Organics solutions are built to meet the needs of synthetic chemists.

This catalyst is useful for late-stage functionalization of complex compounds through C-H amination. This catalyst is highly reactive and selective for amination at benzylic positions. The benzylic amination is highly selective over tertiary amination. In substrates with multiple benzylic sites, the preference is for amination at the least sterically encumbered and most electron rich site, irrespective of bond dissociation energy (BDE). Substrates containing basic nitrogen (tertiary amines, pyridine, benzimidazole) can be effectively protected for the first time using this catalyst with a Br++nsted (HBF4) or Lewis acid (BF3), to give remotely aminated products. Late-stage amination has been demonstrated on a series of drugs and drug-like molecules, including citalopram, analogs of estrone and dextromethorphan, and biflavanoids, many of which cannot be accessed by other amination methods due to the presence of basic nitrogens.Manganese-catalysed benzylic C(sp3)-H amination for late-stage functionalizationThis product is patent pending under application #62/569,872.

Specifications

Molecular Formula C22H30N4O3S -+ xHCl
Linear Formula C22H30N4O3S -+ xHCl
MDL Number MFCD30502992
Quantity 100 mg
Synonym (2S,4R)-1-((S)-2-Amino-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide hydrochloride; E3 Ligase ligand; Ligand for PROTAC(R) research; VH032
Molecular Weight (g/mol) 430.56 (free base basis) g/mol
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