87324-00-3

Basic information

• Product Name: (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER;R-THFME
• CAS NO: 87324-00-3
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 0
• Mol File: 87324-00-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(87324-00-3)
• EPA Substance Registry System: (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(87324-00-3)

Safety Data

• Hazardous Substances Data: 87324-00-3(Hazardous Substances Data)

Usage

Description

(R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER, also known as (R)-THF-2-carboxylic acid methyl ester, is a chemical compound with the molecular formula C6H10O3. It is a colorless liquid with a slightly fruity odor and is recognized for its unique chiral properties, having a non-superimposable mirror image. The (R)-enantiomer, in particular, possesses specific characteristics and applications, distinguishing it from its mirror image.

Uses

Used in Pharmaceutical Synthesis:
(R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER is used as an intermediate for the synthesis of various pharmaceuticals. Its chiral nature allows for the creation of biologically active compounds with specific properties, making it a valuable component in the development of new medications.
Used in Agrochemical Synthesis:
In the agrochemical industry, (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER is utilized as an intermediate in the production of agrochemicals. Its unique properties contribute to the development of effective and targeted products for agricultural applications.
Used as a Chiral Building Block:
(R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER is used as a chiral building block in chemical reactions. Its distinct properties enable the synthesis of enantiomerically pure compounds, which are essential in various chemical and pharmaceutical processes.
Used in Research and Development:
(R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER serves as a starting material in the synthesis of new drugs and agrochemicals. Its role in research and development is crucial for the discovery and innovation of novel products with improved efficacy and selectivity.

Upstream product

• 97-99-4 Tetrahydrofurfuryl alcohol 
• 16874-33-2 tetrahydro-2-furancarboxylic acid 
• 67-56-1 methanol 
• 87392-05-0 (R)-tetrahydro-2-furoic acid 
• 1431434-00-2 C₆H₈N₂O₂ 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 37443-42-8 methyl tetrahydrofuran-2-carboxylate 
• 186581-53-3 diazomethane 

Downstream Products

• 97-99-4 (R)-(tetrahydrofuran-2-yl)methanol 
• 1236403-89-6 N-[8-methyl-3-({((2R)-tetrahydrofuran-2-ylmethyl]amino}methyl)quinolin-7-yl]-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-99-8 N-{3-[(cyclopentylamino)methyl]-8-methylquinolin-7-yl}-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236405-02-9 4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzoic acid 
• 1236405-06-3 N-(3-Formyl-8-methylquinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-92-1 N-[8-methyl-3-({[(2S)-tetrahydrofuran-2-ylmethyl]amino}methyl)quinolin-7-yl]-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-93-2 N-{8-methyl-3-[(tetrahydro-2H-pyran-4-ylamino)methyl]quinolin-7-yl}-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-94-3 N-(3-{[(2-hydroxy-2-methylpropyl)amino]methyl}-8-methylquinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236404-01-5 N-(3-{[(2,2-dimethylpropyl)amino]methyl}-8-methylquinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236404-03-7 N-(3-{[(cyclopropylmethyl)amino]methyl}-8-methylquinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-96-5 N-[8-methyl-3-({[(3-methyloxetan-3-yl)methyl]amino}methyl)quinolin-7-yl]-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236403-98-7 N-(8-methyl-3-{[(3,3,3-tritluoropropyl)amino]methyl}quinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1236404-16-2 N-(8-methyl-3-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}quinolin-7-yl)-4-[(2R)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1400496-39-0 (R)-cyclohexyl tetrahydrofuran-2-carboxylate 

Relevant articles and documents

Anti-Selective Catalytic Asymmetric Nitroaldol Reaction of α-Keto Esters: Intriguing Solvent Effect, Flow Reaction, and Synthesis of Active Pharmaceutical Ingredients

A rare-earth metal/alkali metal bimetallic catalyst proved particularly effective for enantioselectively coupling nitroalkanes and α-keto esters in an anti-selective manner to afford synthetically versatile, densely functionalized, and optically active α-nitro tertiary alcohols. A chiral diamide ligand captured two distinct metal cations, giving rise to a catalytically competent solid-phase heterobimetallic catalyst by simple mixing via self-assembly. The advantage of the solid-phase asymmetric catalyst was realized by successful application to the enantio- and diastereoselective reaction in a continuous-flow platform. The use of closely related solvents in terms of structures and polarity parameters, THF and its methylated congener 2-Me-THF, had an unexpectedly large solvent effect both on the reaction rate and the stereoselectivity. The nitroaldol products share a privileged unit for active pharmaceutical ingredients, as demonstrated by the streamlined enantioselective synthesis of the marketed antifungal agents efinaconazole and albaconazole.

QUINOLINE DERIVATIVE

The present invention provides a compound having a melanin-concentrating hormone receptor antagonistic action and low toxicity, which is useful as an agent for the prophylaxis or treatment of obesity and the like. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

Asymmetric hydrolysis of 2-hydroxy-carboxylic esters using recombinant Escherichia coli

Optically active 2-hydroxy-carboxylates are important compounds for their use as intermediates in the synthesis of pharmaceuticals and stereoblock polymers. Enterobacter sp. DS-S-75 and the recombinant Escherichia coli harbouring the 4-chloro-3-hydroxybutyrate (CHB) hydrolase gene from the strain DS-S-75 showed asymmetric hydrolytic activity towards 2-hydroxy-carboxylates, as well as towards CHB. It was discussed that the hydroxyl group in the substrate was particularly important for the asymmetric hydrolytic activity of the CHB hydrolase, and as such, it was re-designated to EnHCH (hydroxy-carboxylic ester hydrolase derived from Enterobacter sp.). Using the recombinant cell, both the reaction rate and the concentration of the substrates were significantly improved upon when compared to that of DS-S-75. Optically active 2-hydroxy-carboxylates could be synthesized on a practical basis for industrial production in this report.