HCID 66674539, Verbindung → methyl 14-cyclohexyl-7-formyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

HRID 1714039Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1714039
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:28]([O:30][CH3:31])=[O:29])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[O:18][CH2:17][CH:16]([CH2:26][OH:27])[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)Cl.CCOC(C)=O>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:28]([O:30][CH3:31])=[O:29])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[O:18][CH2:17][CH:16]([CH:26]=[O:27])[CH2:15]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

4

Edukt 1

HCID 66674539HCID 66674539, Verbindung

Produkt 1

HCID 86604967methyl 14-cyclohexyl-7-formyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of methyl 14-cyclohexyl-7-(hydroxymethyl)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (from step 2) in dry DCM (0.1 M) was treated with DMP (1.2 eq.) and the resulting solution was stirred for 2 h at RT. The reaction mixture was diluted with EtOAc and washed with a 1:1 (v/v) mixture of sodium thiosulfate and NaHCO3 (both aqueous saturated solutions), then with brine. Drying over Na2SO4, filtration and concentration i. vac. gave the crude methyl 14-cyclohexyl-7-formyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate, which without further purification.

Aufarbeitung

  1. washwashed with a 1:1 (v/v) mixture of sodium thiosulfate and NaHCO3 (both aqueous saturated solutions), then with brine
  2. dry with materialDrying over Na2SO4, filtration and concentration i

Quellen und Nachweise

ORD-Eintrag
ord-cbe18ba2c92648bea814c187b73ee863
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795247B2

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