Mescaline → HCID 67711699, Verbindung

HRID 235536

Reaktionsgleichung

Reaktionsgleichung von HRID 235536
[C:1]([O:5][C:6]([N:8]([CH2:20][CH:21]=[CH2:22])[C@@H:9]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[CH2:28]CN.Cl.[CH3:39][N:40](C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C>ClCCl.C(OCC)(=O)C>[CH3:37][O:36][C:32]1[CH:31]=[C:27]([CH:26]=[C:25]([O:24][CH3:23])[C:33]=1[O:34][CH3:35])[CH2:28][N:40]([CH3:39])[C:10](=[O:12])[C@@H:9]([N:8]([CH2:20][CH:21]=[CH2:22])[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

8

Edukt 5

HCID 4076MescalineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 12944586HCID 12944586, Verbindung

Produkt 1

HCID 67711699HCID 67711699, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Combine (S)-2-[N-(t-butoxycarbonyl)-allylamino]-3-phenyl-propioic acid (0.91 g, 2.97 mmol), (3,4,5-trimethoxy)-benzylmethylamine (0.63 g, 2.97 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.63 g, 3.27 mmol), 1-hydroxybenzotriazole (0.349 g, 3.27 mmol), and diisopropylethylamine (0.77 mL, 6.27 mmol) in dichloromethane (30 mL) and stir for 18 hours. Dilute with ethyl acetate and extract with 1M hydrochloric acid, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride. Dry the separated organic layer over MgSO4, filter and evaporate in vacuo. Chromatograph on silica gel eluting with 30% ethyl acetate/hexane to give the title compound: TLC Rf =0.30 (silica gel, 30% ethyl acetate/hexane).

Aufarbeitung

  1. extractionextract with 1M hydrochloric acid
  2. dry with materialDry the separated organic layer over MgSO4
  3. filtrationfilter
  4. customevaporate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-43046ce338a0462d9ff0939ff07c9620
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05597845

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