(2S,3S)-2-t-butoxycarbonylamino-1-cyclohexyl-3-hydroxy-5-methylhexane → (2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-methylhexane

HRID 2396145Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2396145
C(OC([NH:8][C@H:9]([C@@H:17]([OH:22])[CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][C@H:9]([C@@H:17]([OH:22])[CH2:18][CH:19]([CH3:20])[CH3:21])[CH2:10][CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Komponenten

3

Edukt 1

HCID 57261833(2S,3S)-2-t-butoxycarbonylamino-1-cyclohexyl-3-hydroxy-5-methylhexane

Produkt 1

HCID 22861533(2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-methylhexaneAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of (2S,3S)-2-t-butoxycarbonylamino-1-cyclohexyl-3-hydroxy-5-methylhexane (120 mg) in trifluoroacetic acid (3 ml) was stirred at 0° C. for 30 minutes. After evaporation of the solvent, the residue was dissolved in ethyl acetate (10 ml). The solution was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution, dried over magnesium sulfate, and evaporated in vacuo to give (2S,3S)-2-amino-1-cyclohexyl-3-hydroxy-5-methylhexane (82 mg) as an oil. Rf: 0.30 (chloroform: methanol: acetic acid, 16:1:1, V/V)

Aufarbeitung

  1. customAfter evaporation of the solvent
  2. dissolutionthe residue was dissolved in ethyl acetate (10 ml)
  3. washThe solution was washed with saturated sodium bicarbonate solution and saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-510f04a479724d008b74098e86518c92
Quelldatensatz
uspto-grants-1996_02
Patentnummer
US05491132

Notizen zur Reaktion

Wird geladen…