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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347353Erstellt: 24. Oktober 2026

4-acetyl-N-(tert-butyldimethylsiloxy)benzenesulfonamide → 4-{3E-[2,4-Dimethoxy-5-(1-methyl-1H-indol-2-yl)phenyl]acryloyl}-N-(tert-butyldimethylsiloxy)benzenesulfonamide

https://huagongshe.com/de/reaction/347353

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-acetyl-N-(tert-butyldimethylsiloxy)benzenesulfonamideHCID 21082528—
Edukt2,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehydeHCID 21981006—
LösungsmittelDichloromethane methanolHCID 21226129—
Produkt4-{3E-[2,4-Dimethoxy-5-(1-methyl-1H-indol-2-yl)phenyl]acryloyl}-N-(tert-butyldimethylsiloxy)benzenesulfonamideHCID 1120423319%

Reaktionsschritte

The title compound was prepared in an analogous manner as Ex-1 using 4-acetyl-N-(tert-butyldimethylsiloxy)benzenesulfonamide (Ex-33A) and 2,4-dimethoxy-5-(1-methyl-1H-indol-2-yl)benzaldehyde (Ex-15A), 19% yield after preparative TLC (MeOH/CH2Cl2, 1:10), yellow solid, mp 129–131° C. 1H-NMR (300 MHz, CDCl3) δ 8.18 (d, J=15 Hz, 1H), 8.12 (d, J=8 Hz, 2H), 8.02 (d, J=8 Hz, 2H), 7.69 (s, 1H), 7.64 (d, J=8 Hz, 1H), 7.47 (d, J=15 Hz, 1H), 7.36 (d, J=7 Hz, 1H), 7.22–7.26 (m, 1H), 7.11–7.16 (m, 1H), 6.58 (s, 1H), 6.50–6.51 (m, 2H), 4.03 (s, 3H), 3.90 (s, 3H), 3.59 (s, 3H), 0.90 (s, 9H), 0.20 (s, 6H). HRMS (ESI) Calcd. for C32H39N2O6SSi: 607.2298 (M+H)+; Found: 607.2306.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07173129B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-a99088f3513544a4adc30804cfeadb12
Quellennotizuspto-grants-2007_02