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Ethylamine → (2S, 4S, 5S)-5-(t-butoxycarbonylamino)-6-cyclohexyl-4-hydroxy-2-(1-hydroxy-1-methylethyl)-N-ethylhexanamide

HRID 2380132
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2380132
[C:1]([O:5][C:6]([NH:8][C@H:9]([C@H:17]1[O:21][C:20](=[O:22])[CH2:19][CH2:18]1)[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:23]([NH2:25])[CH3:24]>CO.C(OCC)C>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[C@@H:17]([OH:21])[CH2:18][C@@H:19]([C:1]([OH:5])([CH3:3])[CH3:2])[C:20]([NH:25][CH2:23][CH3:24])=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2]
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Komponenten

5

Edukt 2

HCID 6341EthylamineHCID 10946873(5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one

Produkt 1

HCID 14989082(2S, 4S, 5S)-5-(t-butoxycarbonylamino)-6-cyclohexyl-4-hydroxy-2-(1-hydroxy-1-methylethyl)-N-ethylhexanamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 3283
Diethyl Ether
Lösungsmittel

Versuchsvorschrift

A solution of 400 mg (1.08 mmoles) of (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one (prepared as described in Preparation 5) in 20 ml of methanol was saturated with ethylamine. After it had been allowed to stand at room temperature overnight, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue obtained, as an oily substance was dissolved in warm diethyl ether. The solution was then allowed to stand, and the needle-like crystals which deposited were collected by filtration, to give 317 mg of the title compound, melting at 155°-157° C.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated by evaporation under reduced pressure
  2. customthe residue obtained, as an oily substance
  3. filtrationthe needle-like crystals which deposited were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-e3a9f756280147a1a24d7a5ba5c3b23b
Quelldatensatz
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05364844

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