Triethylamine → HCID 67605833, Verbindung

HRID 1619516

Reaktionsgleichung

Reaktionsgleichung von HRID 1619516
Cl.Cl.[NH2:3][CH:4]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:5]([O:7][C@@H:8]1[CH:13]2[CH2:14][CH2:15][N:10]([CH2:11][CH2:12]2)[CH2:9]1)=[O:6].C(N(CC)CC)C.[C:29](Cl)(=[O:33])[O:30][CH:31]=[CH2:32]>C(Cl)Cl>[C:16]1([CH:4]([NH:3][C:29]([O:30][CH:31]=[CH2:32])=[O:33])[C:5]([O:7][C@@H:8]2[CH:13]3[CH2:12][CH2:11][N:10]([CH2:15][CH2:14]3)[CH2:9]2)=[O:6])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 78808Vinyl chloroformateHCID 67425463(R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride

Produkt 1

HCID 67605833HCID 67605833, VerbindungAusbeute 64,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (110 mg, 0.33 mmol) in DCM (5 ml), were added triethylamine (138 μl, 0.99 mmol) and vinyl carbonochloridate (36.2 μl, 0.40 mmol). The reaction was stirred at RT for 4 hours, and then the solvent was evaporated. The residue was taken up with EtOAc and washed with water and brine, dried over Na2SO4 and evaporated to dryness to obtain (R)-quinuclidin-3-yl 2-phenyl-2-(vinyloxycarbonylamino)acetate (70 mg; 64% yield). The product was used in the next step without any further purification.

Aufarbeitung

  1. customthe solvent was evaporated
  2. washwashed with water and brine
  3. dry with materialdried over Na2SO4
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-e2096a44270f4a7c92a05cfd6d276258
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772314B2

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