78277-27-7

Basic information

• Product Name: 1H-indole-2-carboxylic acid benzyl ester
• Synonyms: 1H-indole-2-carboxylic acid benzyl ester;benzyl 1H-indole-2-carboxylate
• CAS NO: 78277-27-7
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251
• Mol File: 78277-27-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-indole-2-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-indole-2-carboxylic acid benzyl ester(78277-27-7)
• EPA Substance Registry System: 1H-indole-2-carboxylic acid benzyl ester(78277-27-7)

Safety Data

• Hazardous Substances Data: 78277-27-7(Hazardous Substances Data)

Usage

Derived from indole

Heterocyclic aromatic organic compound 1H-indole-2-carboxylic acid benzyl ester is based on the indole structure, which is a heterocyclic aromatic compound containing a benzene ring and a pyrrole ring fused together.

Synthesis applications

Pharmaceutical and organic compounds The compound is used in the synthesis of various pharmaceuticals and organic compounds, making it a versatile building block in chemical reactions.

Intermediate in production

Medicines, agrochemicals, and other organic products 1H-indole-2-carboxylic acid benzyl ester often serves as an intermediate in the production of different medicines, agrochemicals, and other organic products, highlighting its importance in the chemical industry.

Physical appearance

White to off-white crystalline powder The compound is a white to off-white crystalline powder, which is a common form for many organic compounds.

Solubility

Sparingly soluble in water, soluble in organic solvents 1H-indole-2-carboxylic acid benzyl ester has limited solubility in water but dissolves well in organic solvents, which can be important for its applications in chemical reactions and processes.

Benzyl ester group

Stability and enhanced lipophilicity The presence of the benzyl ester group in the compound provides stability and enhances its lipophilicity, making it a useful building block in organic chemistry and potentially improving its interactions with other lipophilic compounds.

Upstream product

• 1477-50-5 Indole-2-carboxylic acid 
• 100-51-6 benzyl alcohol 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1202-04-6 indole-2-carboxylic acid methyl ester 

Downstream Products

• 124156-40-7 benzyl 3-formindole-2-carboxylate 
• 124156-42-9 N-<<3-<2-(benzyloxycarbonyl)indolyl>>methyl>histidine methyl ester 
• 124223-56-9 (1'R,2''S,3''R,4''S)-2-<1--2-(4-imidazolyl)ethyl>-1,2,3,4-tetrahydropyrrolo<3,4-b>indol-3-one 
• 124156-55-4 (1'S,2''S,3''R,4''S)-2-<1--2-(4-imidazolyl)ethyl>-1,2,3,4-tetrahydropyrrolo<3,4-b>indol-3-one 
• 147003-67-6 (ii)-1-tert-Butoxycarbonylmethyl-1H-indole-2-carboxylic acid benzyl ester 
• 1230882-52-6 C₂₇H₂₃NO₄ 

Relevant articles and documents

Metal-free transesterification catalyzed by tetramethylammonium methyl carbonate

Environmentally benign metal-free tetramethylammonium methyl carbonate is effective as a catalyst for the chemoselective, scalable, and reusable transesterification of various esters and alcohols in common organic solvents. In situ-generated highly active species, tetramethylammonium alkoxides, can greatly avoid self-decomposition at ≤110 °C, and are reusable. In particular, chelating substrates, such as amino alcohols, diols, triols, sugar derivatives, alkaloids, α-amino acid esters, etc., which deactivate conventional metal salt catalysts, can be used. A 100 gram scale biodiesel production was also demonstrated.

Ligand-free copper-catalyzed one-pot synthesis of indole-2-carboxylic esters

A simple, efficient, and facile synthetic route for the preparation of indole-2-carboxylic esters was described. The cascade reactions of 2-bromobenzaldehyde and glycine ester hydrochloride were promoted by Cu 2O and a base to provide the corresponding products in good yields. Commercially available, inexpensive substrates and reagents were employed under mild reaction conditions in this one-pot operation, which is complementary to existing methods for access to 2-substituted indoles. A simple, efficient, and facile synthetic route to indole-2-carboxylic esters through copper-catalyzed one-pot cascade reactions of commercially available, inexpensive 2-bromobenzaldehyde and glycine ester hydrochloride without the use of any external ligand under mild conditions is reported. Copyright

New indole derivatives as factor Xa inhibitors

The present invention relates to compounds of formula I, in which R0; R1; R2; R3; R4; R5; R6; R7; Q; V, G and M have the meanings indicated in the claims. The compounds of formula I are valuable pharmacologically active compounds. They exhibit a strong antithrombotic effect and are suitable, for example, for the therapy and prophylaxis of cardiovascular disorders like thromboembolic diseases or restenoses. They are reversible inhibitors of the blood clotting enzymes factor Xa (FXa) and/or factor VIIa (FVIIa), and can in general be applied in conditions in which an undesired activity of factor Xa and/or factor VIIa is present or for the cure or prevention of which an inhibition of factor Xa and/or factor VIIa is indicated. The invention furthermore relates to processes for the preparation of compounds of formula I, their use, in particular as pharmaceuticals for treating the foregoing conditions, and pharmaceutical preparations comprising them.