4-Methylmorpholine → HCID 66705859, Verbindung

HRID 425406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 425406
CN1CCOCC1.[Br:8][C:9]1[CH:30]=[CH:29][C:12]([CH2:13][C@@:14]2([C:26]([OH:28])=O)[CH2:18][CH2:17][CH2:16][N:15]2[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:11][CH:10]=1.[NH2:31][CH2:32][CH:33]([OH:40])[CH2:34][C:35]([CH3:39])([CH3:38])[CH2:36][CH3:37].Cl.CN(C)CCCN=C=NCC.OC1C2N=NNC=2C=CC=1>ClCCl>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][C:14]2([C:26]([NH:31][CH2:32][CH:33]([OH:40])[CH2:34][C:35]([CH3:39])([CH3:38])[CH2:36][CH3:37])=[O:28])[CH2:18][CH2:17][CH2:16][N:15]2[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[CH:29][CH:30]=1

Komponenten

7

Edukt 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2761850(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acidHCID 55289824HCID 55289824, VerbindungHCID 178418300HCID 178418300, Verbindung

Produkt 1

HCID 66705859HCID 66705859, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

N-methylmorpholine (6.4 mL, 58.6 mmol) was added to an ambient temperature solution of 2-(4-bromobenzyl)-1-(tert-butoxycarbonyl)proline (5.0 g, 13 mmol), 1-amino-4,4-dimethylhexan-2-ol (1.89 g, 13 mmol), 1-[3-(dimethylamino) propyl]-3-ethylcarbodiimide hydrochloride (3.0 g, 15.6 mmol), and hydroxybenzotriazole (2.1 g, 15.6 mmol) in dichloromethane (51 mL). After stirring at ambient temperature overnight, the reaction mixture was quenched with water. The organic phase was dried (magnesium sulfate), filtered, and concentrated in vacuo to afford tert-butyl 2-(4-bromobenzyl)-2-{[(2-hydroxy-4,4-dimethylhexyl)amino]carbonyl}pyrrolidine-1-carboxylate.

Aufarbeitung

  1. customthe reaction mixture was quenched with water
  2. dry with materialThe organic phase was dried (magnesium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-de5aeec9be574ddc8fdeb2a07ed892c0
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106070B2

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