Reaktion #2289729

Reaktionsgleichung

LiAlH4

D1

(S)-tert-butyl 7-(((benzyloxy)carbonyl)amino)-8-(methoxy(methyl)amino)-8-oxooctanoate

→

title compound

(S)-tert-butyl 7-(((benzyloxy)carbonyl)amino)-8-oxooctanoate

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction mixture
2. 2
   Sonstigebefore quenching with EtOAc
3. 3
   Sonstigepartitioning between EtOAc and 0.1 M HCl
4. 4
   SonstigeThe organic phase was separated
5. 5
   Extraktionthe aqueous phase extracted into EtOAc
6. 6
   WaschenThe combined organic extracts were washed with H2O, brine
7. 7
   Trocknendried over Na2SO4
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

To a stirred solution of D1 in THF (0.15 M) cooled to −20° C., was added dropwise a 1.0 M solution of LiAlH4 in THF (1.25 eq.). Reaction mixture was stirred at −20° C. for 30 min before quenching with EtOAc and partitioning between EtOAc and 0.1 M HCl. The organic phase was separated and the aqueous phase extracted into EtOAc. The combined organic extracts were washed with H2O, brine, dried over Na2SO4 and concentrated under reduced pressure to give the title compound as pale yellow oil which was used in the next step without further purification. MS (ES+) C20H29NO5: 364 (M+H)+.

Quelle