551-41-7

Usage

Uses

Used in Pharmaceutical Synthesis:
Tert-butyl 1H-indol-3-ylacetate is used as a key intermediate in the synthesis of various pharmaceuticals due to its potential pharmacological and biological activities. Its unique structure allows for the creation of diverse drug molecules with potential therapeutic applications.
Used in Organic Chemistry:
In the field of organic chemistry, tert-butyl 1H-indol-3-ylacetate is used as a precursor for the preparation of other organic compounds. Its reactivity and functional groups make it a versatile building block for the synthesis of a wide range of chemical products through various chemical reactions and transformations.
Used in Drug Delivery Systems:
Tert-butyl 1H-indol-3-ylacetate can be incorporated into drug delivery systems to improve the bioavailability and therapeutic efficacy of certain pharmaceuticals. Its chemical properties may allow for the development of novel drug carriers, enhancing the delivery of active ingredients to target sites within the body.

Upstream product

• 120-72-9 indole 
• 540-88-5 acetic acid tert-butyl ester 
• 87-51-4 indole-3-acetic acid 
• 36805-97-7 N,N-dimethylformamide di-tert-butyl acetal 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 

Relevant academic research and scientific papers

Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer

Fe, Co, and Mn hydride-initiated radical olefin additions have enjoyed great success in modern synthesis, yet the extension of other hydrogen radicalophiles instead of olefins remains largely elusive. Herein, we report an efficient Fe-catalyzed intramolec

MACROCYCLIC INHIBITORS OF THE PD-1/PD-L1 AND CD80/PD-L1 PROTEIN/PROTEIN INTERACTIONS

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-Ll and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases. wherein: A is selected from a bond.

Scope and mechanism of direct indole and pyrrole couplings adjacent to carbonyl compounds: Total synthesis of acremoauxin A and oxazinin 3

Full details are provided for a recently invented method to couple indoles and pyrroles to carbonyl compounds. The reaction is ideally suited for structurally complex substrates and exhibits high levels of chemoselectivity (functional group tolerability), regioselectivity (coupling occurs exclusively at C-3 of indole or C-2 of pyrrole), stereoselectivity (substrate control), and practicality (amenable to scaleup). In addition, quaternary stereocenters are easily and predictably generated. The reaction has been applied to a number of synthetic problems including total syntheses of members of the hapalindole family of natural products, ketorolac, acremoauxin A, and oxazinin 3. Mechanistically, this coupling protocol appears to operate by a single electron-transfer process requiring generation of an electron-deficient radical adjacent to a carbonyl which is then intercepted by an indole or pyrrole anion.

Design and synthesis of 1-indol-1-yl-propan-2-ones as inhibitors of human cytosolic phospholipase A2α

The synthesis and structure-activity relationship study of a series of 1-indol-1-yl-3-phenoxypropan-2-one inhibitors of cytosolic phospholipase A 2α. (cPLA2α) are described. The compounds were evaluated in a vesicle assay with isolated cPLA2α and in cellular assays with intact human platelets. Systematic variation led to 3-methylhydrogen 1-[3-(4-decyloxyphenoxy)-2-oxopropyl]indole-3,5-dicarboxylate (57), which revealed the highest activity against the isolated enzyme. With an IC50 value of 4.3 nM in this assay, it is one of the most potent in vitro cPLA2α inhibitors known today.

Direct coupling of indoles with carbonyl compounds: Short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families

The invention of a method for the direct union of indoles and carbonyl compounds (ketones, amides, esters) is described. Using this new method, a short, enantioselective, gram-scale and protecting group-free synthetic entry to the fischerindole and hapali