854664-22-5

Basic information

• Product Name: Benzenepropanol, 4-hydroxy-3-methoxy-5-(2-propenyl)-
• CAS NO: 854664-22-5
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol File: 854664-22-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzenepropanol, 4-hydroxy-3-methoxy-5-(2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanol, 4-hydroxy-3-methoxy-5-(2-propenyl)-(854664-22-5)
• EPA Substance Registry System: Benzenepropanol, 4-hydroxy-3-methoxy-5-(2-propenyl)-(854664-22-5)

Safety Data

• Hazardous Substances Data: 854664-22-5(Hazardous Substances Data)

Upstream product

• 97-53-0 4-allylguaiacol 
• 2305-13-7 3-Guaiacylpropanol 
• 130447-88-0 3-(4-(allyloxy)-3-methoxyphenyl)propan-1-ol 

Downstream Products

• 919764-04-8 2-methoxy-4-(3-pivaloyloxypropyl)-6-(2-propenyl)phenol 
• 6245-54-1 2-hydroxy-5-(3-hydroxy-propyl)-3-methoxy-benzaldehyde 

Relevant articles and documents

A diastereoselective route to trans-2-aryl-2,3-dihydrobenzofurans through sequential cross-metathesis/isomerization/allylboration reactions: Synthesis of bioactive neolignans

A new highly diastereoselective synthetic route to trans-2,3-dihydrobenzofuran systems, in particular those bearing an aryl substituent at the C2 position, is described. The cornerstone of our strategy is the implementation of a cross-metathesis/isomerization/allylboration sequence starting from 2-allyl-substituted phenols and aldehydes. After an intramolecular Mitsunobu cyclization step, the anti-homoallylic alcohols allow the synthesis of the desired skeleton in a stereoselective fashion. As an illustration, we used this strategy for the preparation of the dihydrodehydrodiconiferyl alcohol (1a), a natural dihydrobenzofuran neolignan, as well as for a formal synthesis of its O-demethylated derivative 1b. An enantioselective version of this approach employing a chiral phosphoric acid in the allylboration step is also studied.