87324-01-4

Basic information

• Product Name: (S)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: (S)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER;S-THFME
• CAS NO: 87324-01-4
• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 0
• Mol File: 87324-01-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(87324-01-4)
• EPA Substance Registry System: (S)-TETRAHYDROFURAN-2-CARBOXYLIC ACID METHYL ESTER(87324-01-4)

Safety Data

• Hazardous Substances Data: 87324-01-4(Hazardous Substances Data)

Upstream product

• 37443-42-8 methyl tetrahydrofuran-2-carboxylate 
• 186581-53-3 diazomethane 
• 16874-33-2 tetrahydro-2-furancarboxylic acid 

Downstream Products

• 169873-06-7 (S)-(+)-tetrahydrofuran-2-yl 2-<(2'-nitrophenyl)methylene>acetoacetate 
• 138661-03-7 (RS)-furnidipine 
• 138661-03-7 (SS)-furnidipine 
• 22415-60-7 [(2S)-tetrahydrofuran-2-yl]methyl 4-methylbenzenesulfonate 
• 1314128-73-8 C₂₅H₂₈N₂O₅ 
• 1314127-60-0 N-(1,7-dimethyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1314127-53-1 2-fluoro-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-7-methyl-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1314127-47-3 N-(7-methyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-6-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1314127-39-3 N-(2,4-dimethyl-2-{[(tetrahydro-2H-pyran-4-ylmethyl)amino]methyl}-1H-indol-5-yl)-2-fluoro-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1314127-37-1 2-fluoro-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 
• 1314127-27-9 N-(2-{[(2,2-dimethylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)-4-[(2S)-tetrahydrofuran-2-ylmethoxyl]benzamide 
• 1314127-35-9 N-{2-[(4-hydroxy-4-methylpiperidin-1-yl)methyl]-1,4-dimethyl-1H-indol-5-yl}-4-[(2S)-tetrahydrofuran-2-ylmethoxy]benzamide 

Relevant articles and documents

A scalable chemoenzymatic preparation of (R)-tetrahydrofuran-2-carboxylic acid

To develop a practical scalable approach to (R)-tetrahydrofuran-2-carboxylic acid (THFC) 1, a chiral building block for furopenem 2, enantioselective hydrolysis of its esters is explored: When ethyl (±)-tetrahydrofuran-2-carboxylate 3d (2 M, 288 g/L) is digested by an Aspergillus melleus protease {0.2% (w/v)} in a 1.5 M potassium phosphate buffer (pH 8) for 20 h, enantioselective hydrolysis proceeds with E=60 to give (R)-THFC 1 in 94.4% ee. On separation from the left-over antipodal ester (S)-3d by partition, (R)-THFC 1 is treated with N,N-dicyclohexylamine (DCHA) in methyl ethyl ketone/methanol (5:1) to precipitate the crystalline salt 4 that contains (R)-THFC 1 of >99% ee in 22% overall yield from (±)-3d.