5-Hydroxy-5-phenylpentanoic acid

Many synthetic applications of Rh-catalyzed hydrogenation of a-dehydroamino acid derivatives have recently been explored (Scheme 26.2). Takahashi has reported a one-pot sequential enantioseiective hydrogenation utilizing a BINAP-Rh and a BINAP-Ru catalyst to synthesize 4-amino-3-hydroxy-5-phenylpentanoic acids in over 95% ee. The process involves a first step in which the dehydroami-no acid unit is hydrogenated with the BINAP-Rh catalyst, followed by hydrogenation of the / -keto ester unit with the BINAP-Ru catalyst [87]. A hindered pyridine substituted a-dehydroamino acid derivative has been hydrogenated by a... 

The enantiomer separation of another unusual amino add is given in Fig. 8. 4-Amino-3 hydroxy-5-phenylpentanoic acid is an intermediate in the synthesis of a statin analogue. Statin-type amino adds are essential... 

Phenyl-4-ketobutyric acid MeZi[Pg.147]

Phenylpentanoic acid, A49.9, A"46 Pyrethrolone, T17.4 Isopyrethrolone, T17.2 2-Hydroxy-2-phenylpentan-3-one, A51.5 9-Methyl-A -octalin-l,6-dione, A 38.10 2-Ethyl-3-phenylpropionic acid, A"48.17 Homoadamantane-2,7-dione, X"10.8... 

N-Cbz statine 6.132). A number of other derivatives were prepared by this method, including 4-amino-3-hydroxypentanoic acid, 4-amino-3-hydroxy-7-melhyloctanoic acid, and 4-ammo-3-hydroxy-5-phenylpentanoic acid. 8... 

Williams, P.G., Yoshida, W.Y., Moore, R.E., and Paul, V.J. (2003a) The isolation and structure elucidation of tasiamide B, a 4-amino-3-hydroxy-5-phenylpentanoic acid containing peptide from the marine cyanobacterium Symploca sp.J. Nat. Prod., 66, 1006-1009. 

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