HCID 69285697, Verbindung → HCID 86596885, Verbindung

HRID 1171562Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1171562
C(OC([NH:11][C@H:12]1[CH2:17][CH2:16][C@@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:14][C@H:13]1[CH2:26][S:27]([C:30]([CH3:33])([CH3:32])[CH3:31])(=O)=O)=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][C@H:12]1[CH2:17][CH2:16][C@@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])[CH2:14][C@H:13]1[CH2:26][S:27][C:30]([CH3:33])([CH3:32])[CH3:31]

Komponenten

4

Edukt 1

HCID 69285697HCID 69285697, Verbindung

Produkt 1

HCID 86596885HCID 86596885, VerbindungAusbeute 104,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (1R,3R,4S)-4-benzyloxycarbonylamino-3-(tert-butylsulfonylmethyl)cyclohexylcarbamate (7.3 g) in MeOH (80 mL) was charged with 10% Pd/C, Degussa (5.0 g). The reaction flask was evacuated and then back-filled with hydrogen; this was repeated three more times. The reaction was stirred under 1 atm of H2 for 3 h and then filtered and concentrated to provide tert-butyl (1R,3R,4S)-4-amino-3-(tert-butylthiomethyl)cyclohexylcarbamate (5.0 g). MS (ES+)=349.3 (M+H)+.

Aufarbeitung

  1. customThe reaction flask was evacuated
  2. additionback-filled with hydrogen
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a4e81ae9cf164031b34668c8b41fa341
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07829571B2

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