190005-22-2

Basic information

• Product Name: Benzene, [[(2-methyl-4-pentenyl)oxy]methyl]-
• CAS NO: 190005-22-2
• Molecular Formula: C13H18O
• Molecular Weight: 190.285
• Mol File: 190005-22-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, [[(2-methyl-4-pentenyl)oxy]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[(2-methyl-4-pentenyl)oxy]methyl]-(190005-22-2)
• EPA Substance Registry System: Benzene, [[(2-methyl-4-pentenyl)oxy]methyl]-(190005-22-2)

Safety Data

• Hazardous Substances Data: 190005-22-2(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 5673-98-3 2-methylpent-4-en-1-ol 

Downstream Products

• 944994-56-3 C₁₃H₂₀O₂ 
• 1229611-38-4 C₁₃H₁₈O 
• 90865-70-6 [3R]-4-Benzyloxy-3-methylbutanal 
• 944994-42-7 C₃₄H₄₆Br₂O₆ 
• 944994-50-7 C₃₄H₄₈Br₂O₆ 
• 944994-48-3 C₃₄H₅₄O₄ 
• 944994-47-2 C₁₃H₁₉IO 
• 944994-57-4 C₂₀H₂₆O₄S 

Relevant articles and documents

Complexation of Vinylcyclopropanes with Zirconocene - 1-butene Complex: Application to the Stereocontrolled Synthesis of Steroidal Side Chains

Reactions of vinylcyclopropane derivatives with a zirconocene-1-butene complex ("Cp2Zr") caused regioselective cleavage of the cyclopropyl bond to give η3 π-allylic and/or η1 σ-allylic complexes. The regioselectivity of the bond cleavage and the formation of a η3 π-allylic or η1 σ-allylic complex depend on the bulkiness of the substituents on the cyclopropyl group and the presence of leaving functionality. A catalytic use of "Cp2Zr" in the presence of excess Grignard reagent also caused a ring opening of the vinylcyclopropane derivatives with the same sense of regiochemical selectivity. The reaction of the thermally equilibrated "Cp2Zr"-propenylcyclopropane complex with acetone indicated the possibility for the synthesis of the steroidal side chain in either natural or unnatural forms. The synthetic utility of the present μCp2Zr"-vinylcyclopropane chemistry was ascertained by the stereocontrolled preparation of the C-20, C-24 dimethylated steroidal side chain which is identical to the active metabolite of vitamin D2.

FK-506 C10-C18 process intermediates

A process is described for the improved synthesis of the optically pure C10 -C18 fragment of the macrolide structure of the immunosuppressant FK-506. This compound is also useful as an intermediate for preparing FK-506 derivatives.