370562-34-8

Basic information

• Product Name: tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate
• Synonyms: tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate
• CAS NO: 370562-34-8
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.32636
• Mol File: 370562-34-8.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate(370562-34-8)
• EPA Substance Registry System: tert-butyl 3-(2-methoxy-2-oxoethyl)-1H-indole-1-carboxylate(370562-34-8)

Safety Data

• Hazardous Substances Data: 370562-34-8(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 128550-08-3 2-[1-(tert-butyloxycarbonyl)-1H-indol-3-yl]acetic acid 
• 67-56-1 methanol 
• 87-51-4 indole-3-acetic acid 
• 201230-82-2 carbon monoxide 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

Iridium-Catalyzed Amidation of in Situ Prepared Silyl Ketene Acetals to Access α-Amino Esters

Disclosed herein is a convenient Ir-catalyzed amidation of esters to access α-amido esters. Initially prepared silyl ketene acetals are directly employed, without separate purification, for subsequent amidation with an oxycarbonylnitrenoid precursor using the Cp*(LX)Ir(III) catalyst. The α-amidation was facile for both α-aryl and α-alkyl esters. Density functional theory studies revealed that the generation of a putative Ir-nitrenoid is facilitated by the chelation of the countercation additive during the N-O bond cleavage of the nitrene precursor.

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

Enantio- and Site-Selective α-Fluorination of N-Acyl 3,5-Dimethylpyrazoles Catalyzed by Chiral π–CuII Complexes

Catalytic enantioselective α-fluorination reactions of carbonyl compounds are among the most powerful and efficient synthetic methods for constructing optically active α-fluorinated carbonyl compounds. Nevertheless, α-fluorination of α-nonbranched carboxylic acid derivatives is still a big challenge because of relatively high pKa values of their α-hydrogen atoms and difficulty of subsequent synthetic transformation without epimerization. Herein we show that chiral copper(II) complexes of 3-(2-naphthyl)-l-alanine-derived amides are highly effective catalysts for the enantio- and site-selective α-fluorination of N-(α-arylacetyl) and N-(α-alkylacetyl) 3,5-dimethylpyrazoles. The substrate scope of the transformation is very broad (25 examples including a quaternary α-fluorinated α-amino acid derivative). α-Fluorinated products were converted into the corresponding esters, secondary amides, tertiary amides, ketones, and alcohols with almost no epimerization in high yield.