Reaktion #161901

Reaktionsgleichung

#5

tert-butyl (3R,4S,5S)-4-[{N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl}(methyl)amino]-3-methoxy-5-methylheptanoate

diethylamine

→

tert-butyl (3R,4S,5S)-3-methoxy-5-methyl-4-[methyl(L-valyl)amino]heptanoate

Lösungsmittel

2-methyltetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe suspension was then filtered through Celite
2. 2
   Waschenwashed with additional tetrahydrofuran (25 mL)
3. 3
   EinengenThe filtrate was concentrated in vacuo
4. 4
   Sonstigeto provide a pale yellow oil, which
5. 5
   Einengenconcentrated again
6. 6
   Sonstigeremoval of diethylamine
7. 7
   SonstigeThe crude oil of #6 (>15.25 g) was taken into the next step without further purification

Vorschrift

To a solution of #5 (26 g, 42 mmol, 1 eq.) in tetrahydrofuran (260 mL, 0.16 M) was added diethylamine (22 mL) over 30 minutes. The reaction was stirred for about 6 hours and the suspension was then filtered through Celite and washed with additional tetrahydrofuran (25 mL). The filtrate was concentrated in vacuo to provide a pale yellow oil, which was redissolved in 2-methyltetrahydrofuran (50 mL) and concentrated again to ensure complete removal of diethylamine. The crude oil of #6 (>15.25 g) was taken into the next step without further purification.

Quelle