benzyl 4-[((tert-butoxycarbonyl){(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}amino)methyl]benzoate → tert-butyl(1S)-1-[4-(trifluoromethyl)phenyl]ethyl[4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzyl]carbamate

HRID 735906Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 735906
[C:1]([O:5][C:6]([N:8]([CH2:21][C:22]1[CH:37]=[CH:36][C:25]([C:26](OCC2C=CC=CC=2)=[O:27])=[CH:24][CH:23]=1)[C@H:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=1)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].O[NH:39][C:40](=[NH:52])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51]>>[F:19][C:17]([F:18])([F:20])[C:14]1[CH:15]=[CH:16][C:11]([C@@H:9]([N:8]([CH2:21][C:22]2[CH:37]=[CH:36][C:25]([C:26]3[O:27][N:52]=[C:40]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[N:39]=3)=[CH:24][CH:23]=2)[C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:2])[CH3:3])[CH3:10])=[CH:12][CH:13]=1

Komponenten

3

Edukt 2

HCID 67187274benzyl 4-[((tert-butoxycarbonyl){(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}amino)methyl]benzoateHCID 178443266N'-hydroxydodecanimidamide

Produkt 1

HCID 67189630tert-butyl(1S)-1-[4-(trifluoromethyl)phenyl]ethyl[4-(3-undecyl-1,2,4-oxadiazol-5-yl)benzyl]carbamateAusbeute 85 %

Versuchsvorschrift

The same procedure as employed in the preparation of Example 258 (step a and b) but using benzyl 4-[((tert-butoxycarbonyl){(1S)-1-[4-(trifluoromethyl)phenyl]ethyl}amino)methyl]benzoate and N-hydroxydodecanimidamide gave the title compound as a colorless oil (85%). 1H NMR (CDCl3, 300 MHz) δ 8.02 (d, J=8.1 Hz, 2H), 7.53 (d, J=8.1 Hz, 2H), 7.34-7.17 (m, 4H), 4.47 (br s, 1H), 4.35 (br s, 1H), 2.75 (t, J=7.5 Hz, 2H), 1.83-1.69 (m, 2H), 1.60-1.14 (m, 29H), 0.90 (t, J=7.0 Hz, 311). HPLC (Condition A), Rt: 8.02 min (HPLC purity: 95.7%).

Aufarbeitung

  1. customThe same procedure as employed in the preparation of Example 258 (step a and b) but

Quellen und Nachweise

ORD-Eintrag
ord-10e07eadc74245eb8a496b7e2543aebd
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07592477B2

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