Diisopropylethylamine → HCID 66834820, Verbindung

HRID 61850Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 61850
[OH:1][C@H:2]([CH2:28][OH:29])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:20](=[O:21])[C:19]3[C:18]4[C:13](=[C:14]([OH:24])[C:15]([C:22]#[N:23])=[CH:16][CH:17]=4)[NH:12][C:11]=3[C:10]([CH3:26])([CH3:25])[C:9]=2[CH:27]=1.[CH3:30][Si](C=[N+]=[N-])(C)C.C(N(C(C)C)CC)(C)C>CO.C(Cl)(Cl)Cl>[OH:1][C@H:2]([CH2:28][OH:29])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]2[C:20](=[O:21])[C:19]3[C:18]4[C:13](=[C:14]([O:24][CH3:30])[C:15]([C:22]#[N:23])=[CH:16][CH:17]=4)[NH:12][C:11]=3[C:10]([CH3:26])([CH3:25])[C:9]=2[CH:27]=1

Komponenten

6

Edukt 3

HCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 668349048-((R)-2,3-dihydroxy-propoxy)-4-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

Produkt 1

HCID 66834820HCID 66834820, VerbindungAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Under nitrogen atmosphere, 8-((R)-2,3-dihydroxy-propoxy)-4-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound U8-4-2, 8.0 mg, 20.39 μmol) was dissolved in methanol (2.0 mL) and chloroform (2.00 mL), added with trimethylsilyldiazomethane (diethyl ether solution, 2 M, 15.3 μL, 30.58 μmol) and diisopropylethylamine (0.05 mL), and then stirred at room temperature for 31 hr. The residues obtained from the reaction solution after concentration under reduced pressure were purified by silica gel column chromatography (methanol/dichloromethane) to obtain the title compound (5.1 mg, 62%).

Aufarbeitung

  1. customThe residues obtained from the reaction solution
  2. concentrationafter concentration under reduced pressure
  3. customwere purified by silica gel column chromatography (methanol/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-5331468a6058469da2ed47b1a2d2e692
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440922B2

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