350797-57-8

Basic information

• Product Name: 1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole
• Synonyms: 1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole;1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-oxopropyl)-1h-indole-7-carbonitrile
• CAS NO: 350797-57-8
• Molecular Formula: C₂₂H₂₂N₂O₃
• Molecular Weight: 362.42168
• EINECS: -0
• Mol File: 350797-57-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole(350797-57-8)
• EPA Substance Registry System: 1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole(350797-57-8)

Safety Data

• Hazardous Substances Data: 350797-57-8(Hazardous Substances Data)

Usage

Uses

1-[3-(benzoyloxy)propyl]-2,3-dihydro-5-(2-oxopropyl)-1H-Indole-7-carbonitrile can be used to synthesize silodosin (S465005) which is a medication for treating the symptoms of benign prostatic hyperplasia. It can also be utilized by various?ω-transaminases (ωTAs) to form silodosin amine intermediate.

Upstream product

• 1338365-54-0 5-(2-aminopropyl)-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-cyano-1H-indole 

Downstream Products

• 239463-72-0 5-[(2R)-2-aminopropyl]-2,3-dihydro-1-[3-(benzoyloxy)propyl]-1H-indole-7-carbonitrile 
• 1201180-97-3 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)-propyl]-2,3-dihydro-1H-indole-7-carbonitrile 

Relevant articles and documents

Enzymatic asymmetric synthesis of the silodosin amine intermediate

Various enantiocomplementary ω-transaminases (ωTAs) were investigated in kinetic resolution and asymmetric reductive amination reactions to prepare silodosin amine. Whilst the enzymatic kinetic resolution gave moderate to good results with respect to the yield and enantioselectivity, the asymmetric reductive amination proved to be superior. The best results were obtained with the ωTA originating from (R)-Arthrobacter sp. which afforded the desired bioactive (R)-enantiomer in enantiomerically pure form (ee >97%) at excellent conversion (conv. >97%) under mild and benign reaction conditions.