189437-82-9

Basic information

• Product Name: Silane, [(4-bromo-3-methyl-2-butenyl)oxy](1,1-dimethylethyl)diphenyl-, (E)-
• CAS NO: 189437-82-9
• Molecular Formula: C21H27BrOSi
• Molecular Weight: 403.434
• Mol File: 189437-82-9.mol

Chemical Properties

• CAS DataBase Reference: Silane, [(4-bromo-3-methyl-2-butenyl)oxy](1,1-dimethylethyl)diphenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [(4-bromo-3-methyl-2-butenyl)oxy](1,1-dimethylethyl)diphenyl-, (E)-(189437-82-9)
• EPA Substance Registry System: Silane, [(4-bromo-3-methyl-2-butenyl)oxy](1,1-dimethylethyl)diphenyl-, (E)-(189437-82-9)

Safety Data

• Hazardous Substances Data: 189437-82-9(Hazardous Substances Data)

Upstream product

• 188263-82-3 1-((tert-butyldiphenylsilyl)oxy)-3-methyl-2-butene 
• 1207457-25-7 C₂₈H₃₄O₄SSi 
• 556-82-1 3-methyl-2-buten-1-ol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 189437-81-8 (E)-4-(tert-butyldiphenylsilanyloxy)-2-methyl-but-2-en-1-ol 

Downstream Products

• 151409-23-3 tert-butyldiphenyl {[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy}silane 
• 106-28-5 Farnesol 

Relevant articles and documents

Exploiting the Synthetic Potential of Sesquiterpene Cyclases for Generating Unnatural Terpenoids

The substrate flexibility of eight purified sesquiterpene cyclases was evaluated using six new heteroatom-modified farnesyl pyrophosphates, and the formation of six new heteroatom-modified macrocyclic and tricyclic sesquiterpenoids is described. GC-O analysis revealed that tricyclic tetrahydrofuran exhibits an ethereal, peppery, and camphor-like olfactoric scent.

Total synthesis and biological evaluation of methylgerambullone

First total synthesis of methylgerambullone (MGB, 1) isolated from Glycosmis angustifolia was completed via a convergent route. The effect of MGB on the contractile responses of the isolated guinea-pig ileum induced by acetylcholine was investigated. As a result, it showed a potent relaxation rate (78.66 ± 4.30% at 100 mg/L) in a concentration-dependent manner on longitudinal smooth muscle contraction of isolated guinea-pig ileum induced by 1 μM acetylcholine.

Natural and unnatural terpenoid precursors of insect juvenile hormone

The biosynthesis of insect juvenile hormone (JH) is due, in part, to the precise head-to-tail coupling of allylic and homoallylic diphosphate substrates, as catalyzed by one or more prenyltransferases. To better understand this enzyme's role in JH production, homodimethylallyl diphosphate and both the natural and unnatural homologs of geranyl diphosphate have been prepared as potential substrates for insect prenyltransferase. These latter materials were constructed in a convergent manner by olefination of the corresponding trisnoraldehydes obtained from either terminal oxidative cleavage of geraniol or higher-order cuprate conjugate addition to acrolein. To aid in characterizing the nature of the terpenoid skeletons formed from our in vitro studies, homologous derivatives of farnesol were also prepared by anion coupling of the geranyl derivatives to either C5 or C6 allylic bromides. The preparation of these materials and the results of incubations with larval corpora allata homogenates of the lepidopteran Manduca sexta are described.