Cyclopentylacetic acid → 3-[N'-(Cyclopentylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

HRID 1263825

Reaktionsgleichung

Reaktionsgleichung von HRID 1263825
[CH:1]1([CH2:6][C:7]([OH:9])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:11][C@H:12]([C:14]([NH:16][CH:17]1[C:23](=[O:24])[N:22]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:21]2[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=2[N:19]([CH2:33][CH:34]([CH3:36])[CH3:35])[C:18]1=[O:37])=[O:15])[CH3:13]>>[CH:1]1([CH2:6][C:7]([NH:11][C@H:12]([C:14]([NH:16][CH:17]2[C:18](=[O:37])[N:19]([CH2:33][CH:34]([CH3:35])[CH3:36])[C:20]3[CH:32]=[CH:31][CH:30]=[CH:29][C:21]=3[N:22]([CH2:25][CH:26]([CH3:28])[CH3:27])[C:23]2=[O:24])=[O:15])[CH3:13])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Komponenten

3

Edukt 2

HCID 71606Cyclopentylacetic acidHCID 235527663-(L-alaninyl)amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride

Produkt 1

HCID 229842293-[N'-(Cyclopentylacetyl)-L-alaninyl]amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Versuchsvorschrift

Following General Procedure I above using cyclopentylacetic acid (Aldrich) and 3-(L-alaninyl)amino-2,4-dioxo-1,5-bis-(2-methylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine hydrochloride (Example 8-S), the title compound was prepared as an amorphous white solid. Purification was by flash chromatography eluting with CH2Cl12/EtOAc (1:1). Rf=0.31 (CH2Cl2/EtOAc, 1:1).

Aufarbeitung

  1. customPurification
  2. washeluting with CH2Cl12/EtOAc (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-b904f3e590d4442fbd9905253d81a4e0
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06541466B2

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