Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate → methyl N-[(1R,3S)-3-aminocyclohexyl]carbamate

HRID 526949

Reaktionsgleichung

Reaktionsgleichung von HRID 526949
[CH2:1]([O:8][C:9]([NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][C@@H:14]([NH:18]C(=O)OC)[CH2:13]1)=[O:10])C1C=CC=CC=1>C(O)C.[Pd]>[NH2:18][C@H:14]1[CH2:15][CH2:16][CH2:17][C@@H:12]([NH:11][C:9](=[O:10])[O:8][CH3:1])[CH2:13]1

Komponenten

4

Edukt 1

HCID 68007620Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate2×

Produkt 1

HCID 68007555methyl N-[(1R,3S)-3-aminocyclohexyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl N-[(1R,3S)-3-benzyloxycarbonylaminocyclohexyl]carbamate, 19a, (1.09 g, 3.56 mmol) was dissolved in ethanol (100 mL) and treated with 10% Pd/C (0.38 g, 0.36 mmol). The flask was capped, degassed and fitted with a hydrogen balloon and allowed to stir overnight. The reaction mixture was filtered under nitrogen and concentrated in vacuo to provide the product, 19b, as a white solid.

Aufarbeitung

  1. customThe flask was capped
  2. customdegassed
  3. customfitted with a hydrogen balloon
  4. filtrationThe reaction mixture was filtered under nitrogen
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5b52f1104d674f1d9ba44f11813148a8
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09345708B2

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