62995-59-9

Basic information

• Product Name: METHYL (2-METHYL-1H-INDOL-3-YL)(OXO)ACETATE
• Synonyms: methyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate;(2-methyl-1H-indol-3-yl)oxoacetic acid methyl ester;1H-Indole-3-acetic acid, 2-methyl-α-oxo-, methyl ester
• CAS NO: 62995-59-9
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.22
• Mol File: 62995-59-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 156 °C
• Boiling Point: 401.1°C at 760 mmHg
• Flash Point: 196.4°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 1.21E-06mmHg at 25°C
• Refractive Index: 1.622
• PKA: 15.11±0.30(Predicted)
• CAS DataBase Reference: METHYL (2-METHYL-1H-INDOL-3-YL)(OXO)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (2-METHYL-1H-INDOL-3-YL)(OXO)ACETATE(62995-59-9)
• EPA Substance Registry System: METHYL (2-METHYL-1H-INDOL-3-YL)(OXO)ACETATE(62995-59-9)

Safety Data

• Hazardous Substances Data: 62995-59-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H11NO3/c1-7-10(11(14)12(15)16-2)8-5-3-4-6-9(8)13-7/h3-6,13H,1-2H3

Upstream product

• 67-56-1 methanol 
• 95-20-5 2-methyl-1H-indole 
• 527-31-1 hexaketocyclohexane 
• 22980-10-5 (2-methyl-3-indolyl)glyoxyloyl chloride 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 1032339-96-0 methyl 2-(2-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)-2-oxoacetate 
• 1375277-44-3 (S)-N-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-ethyl-2-methyl-1H-indol-3-yl)-2-oxoacetamido)-N-methyl-3-phenylpropanamide 
• 1375277-47-6 (2S)-N-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-ethyl-2-methyl-1H-indol-3-yl)-2-hydroxyacetamido)-N-methyl-3-phenylpropanamide 
• 56895-60-4 2-(2-methyl-1H-indol-3-yl)ethanol 
• 6628-34-8 ethyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate 
• 52915-55-6 2-(1-benzyl-2-methyl-1H-3-indolyl)-1-ethanol 
• 863889-88-7 N-benzyl-3-(2-{tert-butyldimethylsilyloxy}ethyl)-2-methyl-1H-indole 

Relevant articles and documents

Carbene-Catalyzed Construction of Carbazoles from Enals and 2-Methyl-3-oxoacetate Indoles

Direct and rapid construction of carbazoles has been successfully developed via carbene-catalyzed oxidative formal [4 + 2] annulation of enals with 2-methyl-3-oxoacetate indoles. This metal-free reaction features a broad substrate scope, features good functional-group tolerance, proceeds under mild conditions, and can be easily scaled up.

An environmentally friendly protocol for oxidative halocyclization of tryptamine and tryptophol derivatives

An environmentally friendly and efficient protocol (KX/oxone) for oxidative halocyclization of tryptamine/tryptophol derivatives was developed and demonstrated with 28 examples and concise total synthesis of cyclotryptamine alkaloid protubonines A and B. The distinct advantage of this protocol over all previous methods is that no organic byproduct is generated from a halogenating agent or oxidant, thus greatly reducing the environmental impact of halocyclization and facilitating the post-reaction purification.

Dearomatization of tryptophols via a vanadium-catalyzed asymmetric epoxidation and ring-opening cascade

An enantioselective epoxidation of tryptophols followed by an intramolecular epoxide opening reaction was realized by chiral vanadium catalysts derived from C2 symmetric bis-hydroxamic acid (BHA) ligands. 3a-Hydroxyfuroindoline derivatives with up to 89% yield and 90% ee were obtained under mild reaction conditions.