287481-49-6

Basic information

• Product Name: 2-Pentenoic acid, 2-bromo-5-phenyl-, methyl ester, (2E)-
• CAS NO: 287481-49-6
• Molecular Formula: C12H13BrO2
• Molecular Weight: 269.138
• Mol File: 287481-49-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Pentenoic acid, 2-bromo-5-phenyl-, methyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentenoic acid, 2-bromo-5-phenyl-, methyl ester, (2E)-(287481-49-6)
• EPA Substance Registry System: 2-Pentenoic acid, 2-bromo-5-phenyl-, methyl ester, (2E)-(287481-49-6)

Safety Data

• Hazardous Substances Data: 287481-49-6(Hazardous Substances Data)

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 13504-77-3 methyl 2-bromo-2-(triphenylphosphanylidene)acetate 
• 287481-44-1 methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-bromoacetate 

Downstream Products

• 405933-05-3 (E)-2-bromo-5-phenylpent-2-en-1-yl methylsulfonate 
• 40339-21-7 penta-3,4-dienyl-benzene 

Relevant articles and documents

Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols

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A highly stereoselective synthesis of (E)-α-bromoacrylates

Novel reagent, methyl bis(2,2,2-trifluoroethoxy)bromophosphonoacetate (5a), was designed and prepared in order to efficiently synthesize (E)-α-bromoacrylates 7, from which widely useful precursors for various C-C bond formations were prepared. Horner-Wadsworth-Emmons (HWE) reaction of various aldehydes with 5a in the presence of t-BuOK and 18-C-6 gave corresponding (E)-α-bromoacrylate derivatives with high stereoselectivity and excellent yield. Using the product (E)-α-bromoacrylate 7s as a key intermediate, we succeeded in developing the most effective route of plaunotol synthesis via Suzuki cross-coupling. (C) 2000 Elsevier Science Ltd.