608533-28-4

Basic information

• Product Name: 4-Pentenoic acid, 5-(1,3-benzodioxol-5-yl)-3-oxo-2-(phenylmethylene)-, methyl ester, (2Z,4E)-
• CAS NO: 608533-28-4
• Molecular Formula: C20H16O5
• Molecular Weight: 336.344
• Mol File: 608533-28-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Pentenoic acid, 5-(1,3-benzodioxol-5-yl)-3-oxo-2-(phenylmethylene)-, methyl ester, (2Z,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 5-(1,3-benzodioxol-5-yl)-3-oxo-2-(phenylmethylene)-, methyl ester, (2Z,4E)-(608533-28-4)
• EPA Substance Registry System: 4-Pentenoic acid, 5-(1,3-benzodioxol-5-yl)-3-oxo-2-(phenylmethylene)-, methyl ester, (2Z,4E)-(608533-28-4)

Safety Data

• Hazardous Substances Data: 608533-28-4(Hazardous Substances Data)

Upstream product

• 96249-87-5 3-benzo[1,3]dioxol-5-yl-acryloyl chloride 
• 4891-38-7 phenylpropynoic acid methyl ester 

Downstream Products

• 608533-47-7 methyl (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-2-benzylidene-3-oxopent-4-enoate 

Relevant articles and documents

A reductive-coupling plus nazarov cyclization sequence in the asymmetric synthesis of five-membered carbocycles

Palladium-mediated hydrostannylation of alkynoyl compounds is combined with Stille-Scott cross-coupling (reductive-coupling) to give one-pot access to divinyl and aryl vinyl ketones, which undergo Nazarov cyclization to give cyclopentenones upon treatment with acid. This reaction sequence has been studied with a variety of different substitution patterns, including the use of oxazolidinone auxiliaries to achieve torquoselectivity in the Nazarov cyclization. Through a combination of good yields and moderate to good levels of stereochemical induction, this approach affords efficient, convergent, and asymmetric access to a variety of different cyclopentanoid systems.