42294-75-7

Basic information

• Product Name: (R)-[4-⁽¹³⁾C]-3-Methylbutanoic acid
• Synonyms: (R)-[4-⁽¹³⁾C]-3-Methylbutanoic acid
• CAS NO: 42294-75-7
• Molecular Weight: 103.122
• Mol File: 42294-75-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-[4-⁽¹³⁾C]-3-Methylbutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-[4-⁽¹³⁾C]-3-Methylbutanoic acid(42294-75-7)
• EPA Substance Registry System: (R)-[4-⁽¹³⁾C]-3-Methylbutanoic acid(42294-75-7)

Safety Data

• Hazardous Substances Data: 42294-75-7(Hazardous Substances Data)

Upstream product

• 263710-60-7 C₂₈⁽¹³⁾CH₃₉NO₄S 

Relevant articles and documents

Three approaches to the synthesis of L-leucine selectively labelled with carbon-13 or deuterium in either diastereotopic methyl group

Three approaches to the synthesis of L-leucine selectively labelled with carbon-13 or deuterium in either diastereotopic methyl group as well as at C-3 and C-4 are described. In all three methods the stereogenic centre at C-2 was created with total stereocontrol via a one-pot, two-enzyme catalysed procedure involving hydrolysis and reductive amination of a 2-keto ester. However, the approaches vary in the synthesis of the isotopically labelled 2-keto esters and in the production of the stereogenic centre at C-4 which was achieved either via alkylation of a propionylated Evans' auxiliary with labelled iodomethane or by the diastereoselective conjugate addition of a labelled organocopper reagent to crotonate tethered to a chiral sultam. The latter approach proved most efficient and using the (1R,2S, 3R)-3-[N-phenylsulfonyl-N-(3,5-dimethyldiphenyl)aminobornan-2-ol ester 27, [5-13C]-L-leucine was prepared with >98% de at C-4 and in 49% overall yield from the first labelled intermediate 28.