Tert-Butyl(2R,5R)-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}-5-[2-(2-nitrophenyl)vinyl]morpholine-4-carboxylate → tert-Butyl(2R,5R)-5-[2-(2-aminophenyl)ethyl]-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}morpholine-4-carboxylate

HRID 629725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 629725
[CH3:1][O:2][C:3]([NH:5][C@@H:6]([CH:42]([C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)[C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH2:16][CH2:17][C@H:18]1[O:23][CH2:22][C@@H:21]([CH:24]=[CH:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[N+:32]([O-])=O)[N:20]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:19]1)=[O:8])=[O:4]>CCO.[Pd]>[NH2:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[CH2:25][CH2:24][C@H:21]1[N:20]([C:35]([O:37][C:38]([CH3:39])([CH3:40])[CH3:41])=[O:36])[CH2:19][C@@H:18]([CH2:17][CH2:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:7](=[O:8])[C@@H:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])[CH:42]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[O:23][CH2:22]1

Komponenten

4

Edukt 1

HCID 86726327Tert-Butyl(2R,5R)-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}-5-[2-(2-nitrophenyl)vinyl]morpholine-4-carboxylate

Produkt 1

HCID 86726326tert-Butyl(2R,5R)-5-[2-(2-aminophenyl)ethyl]-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}morpholine-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Tert-Butyl(2R,5R)-2-{2-[2-({(2S)-2-[(methoxycarbonyl)amino]-3,3-diphenylpropanoyl}amino)phenyl]ethyl}-5-[2-(2-nitrophenyl)vinyl]morpholine-4-carboxylate (1.0 equiv) was dissolved in EtOH (0.07 M) in a Parr shaker vessel. Palladium on carbon (12 wt %) was added. The reaction mixture was flushed with nitrogen, and then submitted to 45 psi hydrogen with shaking for 18 h. The crude mixture was flushed with nitrogen, filtered on solka floc and concentrated to yield the desired product.

Aufarbeitung

  1. customThe reaction mixture was flushed with nitrogen
  2. customThe crude mixture was flushed with nitrogen
  3. filtrationfiltered on solka floc
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4f19c106530646869d76231af99356d5
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315475B2

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