22160-13-0

Basic information

• Product Name: (2R)-2α-Methylindoline
• Synonyms: (2R)-2,3-Dihydro-2-methyl-1H-indole;(2R)-2α-Methylindoline;(R)-2,3-Dihydro-2-methyl-1H-indole;(2R)-2-methyl-2,3-dihydro-1H-indole;1H-Indole, 2,3-dihydro-2-methyl-, (2R)-
• CAS NO: 22160-13-0
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.19
• Mol File: 22160-13-0.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R)-2α-Methylindoline(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2α-Methylindoline(22160-13-0)
• EPA Substance Registry System: (2R)-2α-Methylindoline(22160-13-0)

Safety Data

• Hazardous Substances Data: 22160-13-0(Hazardous Substances Data)

Usage

General Description

"(2R)-2α-Methylindoline is a chemical compound synthesized from indoline, a heterocyclic organic compound, which is often used in the field of biochemistry due to its ability to affect physiological functions in organisms. It has the chemical formula C9H11N and is a member of the indolines, a group of organic compounds containing a benzene ring fused to a nitrogenous heterocycle. (2R)-2α-Methylindoline is specifically known for its ability to act as a stereoselective catalyst in a variety of chemical reactions. Its R-isomer structure signifies a specific spatial configuration that gives it distinct chemical and physical properties. The applications of (2R)-2α-Methylindoline extend across fields like medicine and biotechnology due to its capacity to interact with enzymes and proteins.

Upstream product

• 95-20-5 2-methyl-1H-indole 
• 6872-06-6 2-methyl indoline 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 147851-69-2 (R)-2-phenoxypropionyl chloride 
• 54731-09-8 N-tosyl-L-prolyl chloride 

Downstream Products

• 1448544-28-2 C₁₆H₁₄BrNO 
• 517866-45-4 1-(chloroacetyl)-2-methylindoline 

Relevant articles and documents

Kinetic Resolution of 2-Substituted Indolines by N-Sulfonylation using an Atropisomeric 4-DMAP-N-oxide Organocatalyst

The first catalytic kinetic resolution by N-sulfonylation is described. 2-Substituted indolines are resolved (s=2.6–19) using an atropisomeric 4-dimethylaminopyridine-N-oxide (4-DMAP-N-oxide) organocatalyst. Use of 2-isopropyl-4-nitrophenylsulfonyl chloride is critical to the stereodiscrimination and enables facile deprotection of the sulfonamide products with thioglycolic acid. A qualitative model that accounts for the stereodiscrimination is proposed.

Iridium-catalyzed asymmetric hydrogenation of N-protected indoles

Chiral indolines substituted at C-2 or C-3 can be prepared in high yield and excellent enantioselectivity by asymmetric hydrogenation of N-protected indoles by using Ir catalysts with chiral N,P ligands. With less reactive substrates, the reaction had to