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

General 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 it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. (R)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER is a chiral molecule, meaning it has a non-superimposable mirror image, and the (R)-enantiomer has specific properties and applications. It is commonly used as a chiral building block in chemical reactions and as a precursor in the synthesis of biologically active compounds. (R)-Tetrahydrofuran-2-carboxylic acid methyl ester is also used in research and development as a starting material in the synthesis of new drugs and agrochemicals.

Upstream product

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

Downstream Products

• 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 
• 22415-60-7 [(2R)-tetrahydrofuran-2-yl]methyl 4-methylbenzenesulfonate 
• 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.