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N-methyl-(R)-3-(tert-butyl)-sulfinyl-1,4-dihydropyridine: a novel NADH model compound.

ABSTRACT: We have synthesized a novel chiral NADH model compound, N-methyl-(R)-3-(tert-butyl)-sulphinyl-1,4-dihydropyridine with high enantioselectivity and used it in the reduction of methyl benzoylformate, producing (S)-methyl mandelate in 95% ee. The absolute structure of its precursor, 3-(tert-butyl)sulfinyl pyridine, was determined by X-ray analysis.

SUBMITTER: Xie K

PROVIDER: S-EPMC6149371 | biostudies-literature | 2007 Mar

REPOSITORIES: biostudies-literature

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N-methyl-(R)-3-(tert-butyl)-sulfinyl-1,4-dihydropyridine: a novel NADH model compound.

Xie Kun K Liu You-Cheng YC Cui Yi Y Wang Jian-Ge JG Fu Yao Y Mak Thomas C W TC

Molecules (Basel, Switzerland) 20070312 3

We have synthesized a novel chiral NADH model compound, N-methyl-(R)-3-(tert-butyl)-sulphinyl-1,4-dihydropyridine with high enantioselectivity and used it in the reduction of methyl benzoylformate, producing (S)-methyl mandelate in 95% ee. The absolute structure of its precursor, 3-(tert-butyl)sulfinyl pyridine, was determined by X-ray analysis. ...[more]

PMID: 17851400

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