(+/-)-Tetrahydro-2-furoic acid

• CAS: 16874-33-2
• Catalog Number: ACM16874332-1
• Category: Solvents
• Molecular Weight: 116.12
• Molecular Formula: C5H8O3
• Description: Tetrahydro-2-furoic acid is an organic compound with the formula HO2CC4H7O. It is a colorless oil. Tetrahydro-2-furoic acid is a useful pharmaceutical intermediate relevant to the production of several drugs, including Terazosin for the treatment of prostate enlargement and hypertension.
• Synonyms: tetrahydro-2-furoic acid
• IUPAC Name: oxolane-2-carboxylic acid
• Canonical SMILES: OC(=O)C1CCCO1
• InChI Key: UJJLJRQIPMGXEZ-UHFFFAOYNA-N
• Boiling Point: 243.2 °C at 760 mmHg
• Melting Point: 21ºC
• Flash Point: 113.2±18.9 °C
• Density: 1.3±0.1 g/cm³
• Solubility: Soluble in water
• Application: Reaction of tetrahydro-2-furoic acid with the hydrochloride salt of 3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]-propanenitrile provided alfuzosin, a drug for the treatment of benign prostatic hyperplasia (BPH).
• Assay: ≥98.0 %
• Color: Clear colorless to yellow to brown
• EC Number: 605-530-1
• Exact Mass: 116.04734
• Form: Liquid
• Hazard Codes: C:Corrosive
• Hazard Statements: H302-H314
• LogP: -0.61
• MDL Number: MFCD00022473
• PSA: 46.53
• Refractive Index: 1.48
• Vapor Pressure: 0.0±1.0 mmHg at 25°C
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 97-99-4

• 16874-33-2

Reference: [1] Journal of Organic Chemistry, 1980, vol. 45, # 1, p. 48 - 61
[2] Journal of the American Chemical Society, 2016, vol. 138, # 27, p. 8344 - 8347
[3] Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2830 - 2841

Upstream Synthesis Route 2

• 88-14-2

• 16874-33-2

Reference: [1] Monatshefte fur Chemie, 2000, vol. 131, # 12, p. 1335 - 1343

Upstream Synthesis Route 3

• 542-28-9

• 16874-33-2

Reference: [1] Journal of the American Chemical Society, 2001, vol. 123, # 33, p. 8149 - 8150

Downstream Synthesis Route 1

• 16874-33-2

• 52449-98-6

Reference: [1]Patent: WO2010/135504,2010,A1 .Location in patent: Page/Page column 75-76

Downstream Synthesis Route 2

• 16874-33-2

• 87392-07-2

Reference: [1]Patent: CN109705064,2019,A .Location in patent: Paragraph 0020; 0022; 0023; 0024; 0025; 0036

Downstream Synthesis Route 3

• 16874-33-2
• 67-56-1

• 37443-42-8

Reference: [1]Tetrahedron,2006,vol. 62,p. 422 - 433

* For details of the synthesis route, please refer to the original source to ensure accuracy.