69778-57-0

Basic information

• Product Name: 2-(benzyloxy)pent-4-en-1-ol
• Synonyms: 2-(benzyloxy)pent-4-en-1-ol
• CAS NO: 69778-57-0
• Molecular Weight: 192.258
• Mol File: 69778-57-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(benzyloxy)pent-4-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(benzyloxy)pent-4-en-1-ol(69778-57-0)
• EPA Substance Registry System: 2-(benzyloxy)pent-4-en-1-ol(69778-57-0)

Safety Data

• Hazardous Substances Data: 69778-57-0(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 157920-22-4 2-hydroxy-pent-4-enoic acid ethyl ester 
• 112246-28-3 methyl 2-(benzyloxy)pent-4-enoate 

Downstream Products

• 222302-35-4 2-(benzyloxy)pent-4-enal 

Relevant articles and documents

Strategies to control alkoxy radical-initiated relay cyclizations for the synthesis of oxygenated tetrahydrofuran motifs

Radical relay cyclizations initiated by alkoxy radicals are a powerful tool for the rapid construction of substituted tetrahydrofurans. The scope of these relay cyclizations has been dramatically increased with the development of two strategies that utilize an oxygen atom in the substrate to accelerate the desired hydrogen atom transfer (HAT) over competing pathways. This has enabled a chemoselective 1,6-HAT over a competing 1,5-HAT. Furthermore, this allows for a chemoselective 1,5-HAT over competing direct cyclizations and β-fragmentations. Oxygen atom incorporation leads to a general increase in cyclization diastereoselectivity over carbon analogues. This chemoselective relay cyclization strategy was utilized in the improved synthesis of the tetrahydrofuran fragment in (-)-amphidinolide K. (Chemical Equation Presented).

Diastereoselective access to trans -2-substituted cyclopentylamines

A highly diastereoselective synthesis of trans-2-substituted cyclopentylamines via a tandem hydrozirconation/Lewis acid-mediated cyclization sequence applied to butenyl oxazolidines is described. The method allows an easy preparation of diversely substituted cyclopentylamines which appear to be useful synthetic intermediates. This was further illustrated by the syntheses of (±)-Rodocaine, (±)-trans-pentacin, and enantiomerically enriched trans-cyclopentane-1,2-diamine.