322400-14-6

Basic information

• Product Name: (2R,5S)-2-allyl-5-(hydroxymethyl)-tetrahydrofuran
• Synonyms: (2R,5S)-2-allyl-5-(hydroxymethyl)-tetrahydrofuran
• CAS NO: 322400-14-6
• Molecular Weight: 142.198
• Mol File: 322400-14-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,5S)-2-allyl-5-(hydroxymethyl)-tetrahydrofuran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,5S)-2-allyl-5-(hydroxymethyl)-tetrahydrofuran(322400-14-6)
• EPA Substance Registry System: (2R,5S)-2-allyl-5-(hydroxymethyl)-tetrahydrofuran(322400-14-6)

Safety Data

• Hazardous Substances Data: 322400-14-6(Hazardous Substances Data)

Upstream product

• 32780-06-6 (5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran 

Downstream Products

• 1073828-63-3 5-(((2S,5R)-5-allyloxolan-2-yl)methylthio)-1-phenyl-1H-tetrazole 

Relevant articles and documents

Diastereoselective synthesis of 2,5-disubstituted tetrahydrofuran derivatives

5-Substituted lactol 1 was converted to 2,5-disubstituted tetrahydrofuran derivatives by a Lewis acid-promoted reaction with allylsilanes. High trans selectivity (12:1) was obtained when hindered allylsilane 8 was employed. 5-Substituted lactol 16 was transformed into 2,5-cis-disubstituted tetrahydrofuran 17b (6:1 ratio) by a TiCl4-promoted intramolecular allyl transfer process. Additionally, 2,5-cis-disubstituted tetrahydrofuran derivatives were obtained in good yields and diastereoselectivities after alkyllithium addition to lactone 6, followed by Et3SiH/BF3.OEt2 reduction of the corresponding hemiketals. Copyright (C) 2000 Elsevier Science Ltd.