Synthesis of Novel HMG‐CoA Reductase Inhibitors, I. Naphthalene Analogs of Mevinolin | Zendy

Novák Lajos | Zendy; Rohály JáNos | Zendy; Poppe László | Zendy; Hornyánszky Gábor | Zendy; Kolonits Pál | Zendy; Zelei István | Zendy; Fehér Imre | Zendy; Fekete Jenö | Zendy; Szabó Éva | Zendy; Záhorszky Uwe | Zendy; Jávor András | Zendy; Szántay Csaba | Zendy

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Synthesis of Novel HMG‐CoA Reductase Inhibitors, I. Naphthalene Analogs of Mevinolin

Author(s) -

Novák Lajos,

Rohály JáNos,

Poppe László,

Hornyánszky Gábor,

Kolonits Pál,

Zelei István,

Fehér Imre,

Fekete Jenö,

Szabó Éva,

Záhorszky Uwe,

Jávor András,

Szántay Csaba

Publication year - 1992

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199219920127

Subject(s) - chemistry , reductase , epimer , reagent , yield (engineering) , ylide , alcohol , stereochemistry , tetralones , hmg coa reductase , cofactor , organic chemistry , enzyme , materials science , metallurgy

The title compounds 2 and their corresponding (6 S ) epimers 18 are prepared in several steps by starting with chiral formyl ester 5 , and α‐tetralones 10 : (1) coupling reaction with the ylide generated from 11 to yield unsaturated ester 13 , (2) reduction to the corresponding alcohol 14 , (3) addition of the Grignard reagent derived from 14 to formyl ester 5 to afford the hydroxy esters 16 and 17 , and (4) lactonization. This procedure is also used to synthesize the β‐naphthyl analogs 29 and 30 . Some results obtained from HMG‐CoA reductase inhibitor screening are also reported.

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