Reaktion #934499

Reaktionsgleichung

t-butyl (4S,5S)-4-(cyclohexylmethyl)-5-[(S)-2-formyl-3-methylbutyl]-2,2-dimethyl-3-oxazolidinecarboxylate

(2S,3S,5S)-2-amino-1-cyclohexyl-5-isopropyl-7-(2-pyridyl)-6-hepten-3-ol

hydrochloric acid

1-(t-butoxycarbonyl)-N-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamoyl]-L-histidine

2-pyridylmethyl-triphenylphosphonium iodide

→

(S)-N-[(1S,2S,4S,E)-1-(Cyclohexylmethyl)-2-hydroxy-4-isopropyl-6-(2-pyridyl)-5-hexenyl]-α-[(R)-α- (3,3-dimethyl-2-oxobutyl)hydrocinnamamido]-3-t-butoxycarbonylimidazole-4-propionamide

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThis compound was prepared in an analogous manner to that

Vorschrift

This compound was prepared in an analogous manner to that described above by reacting t-butyl (4S,5S)-4-(cyclohexylmethyl)-5-[(S)-2-formyl-3-methylbutyl]-2,2-dimethyl-3-oxazolidinecarboxylate with 2-pyridylmethyl-triphenylphosphonium iodide, cleaving off the Boc protecting group with simultaneous opening of the oxazolidine ring with hydrochloric acid in methanol and reacting the resulting (2S,3S,5S)-2-amino-1-cyclohexyl-5-isopropyl-7-(2-pyridyl)-6-hepten-3-ol with 1-(t-butoxycarbonyl)-N-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamoyl]-L-histidine.

Quelle