Hydrochloric Acid → (3R)-3-[5-{2-[3-(2-aminoethyl)phenoxy]ethyl}-2-(benzyloxy)phenyl]-N,N-diisopropyl-3-phenylpropan-1-amine

HRID 1433272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1433272
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:21]([C@@H:33]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH2:34][CH2:35][N:36]([CH:40]([CH3:42])[CH3:41])[CH:37]([CH3:39])[CH3:38])[CH:20]=2)[CH:11]=1)(C)(C)C.Cl>ClCCl>[NH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:13]=[CH:14][CH:15]=1)[O:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:21]([C@@H:33]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH2:34][CH2:35][N:36]([CH:37]([CH3:39])[CH3:38])[CH:40]([CH3:42])[CH3:41])[CH:20]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 57933226tert-butyl {2-[3-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}carbamate

Produkt 1

HCID 57933181(3R)-3-[5-{2-[3-(2-aminoethyl)phenoxy]ethyl}-2-(benzyloxy)phenyl]-N,N-diisopropyl-3-phenylpropan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

tert-butyl{2-[3-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}carbamate (Preparation 37, 1.3 g, 2.0 mmol) dissolved in dichloromethane (5 ml) and hydrochloric acid (4M in dioxin) added. Mixture stirred at room temperature for 3 hours under nitrogen. Solvent was removed in vacuo, and residue dissolved in dichloromethane (100 ml) and aqueous sodium hydroxide (1M, 100 ml), aqueous separated and extracted with dichloromethane (100 ml). Combined organics were dried (magnesium sulphate) and the solvent was removed in vacuo to furnish the title compound as an oil, 880 mg.

Aufarbeitung

  1. customSolvent was removed in vacuo, and residue
  2. dissolutiondissolved in dichloromethane (100 ml)
  3. customaqueous sodium hydroxide (1M, 100 ml), aqueous separated
  4. extractionextracted with dichloromethane (100 ml)
  5. dry with materialCombined organics were dried (magnesium sulphate)
  6. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4780fee0199d45cd87e67b8c87fbf339
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612084B2

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