10309-44-1

Basic information

• Product Name: 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE
• Synonyms: 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE;1-[(1E,3S)-3-Vinyl-3,7-dimethyl-1,6-octadienyl]-4-methoxybenzene;O-Methylbakuchiol
• CAS NO: 10309-44-1
• Molecular Formula: C₁₉H₂₆O
• Molecular Weight: 270.40914
• Mol File: 10309-44-1.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Refractive Index: 1.53
• CAS DataBase Reference: 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE(10309-44-1)
• EPA Substance Registry System: 1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE(10309-44-1)

Safety Data

• Hazardous Substances Data: 10309-44-1(Hazardous Substances Data)

Usage

General Description

1-((E)-(S)-3,7-DIMETHYL-3-VINYL-OCTA-1,6-DIENYL)-4-METHOXY-BENZENE is a chemical compound containing a benzene ring with a methoxy group and a long hydrocarbon chain consisting of eight carbon atoms, with a double bond and two methyl and one vinyl group attached. The compound is a derivative of 4-methoxybenzene, also known as anisole, and is commonly used in the synthesis of various organic compounds due to its unique structure and reactivity. The presence of the double bond and the long hydrocarbon chain makes it useful in the production of fragrances, flavorings, and pharmaceuticals. Additionally, its aromatic properties and potential for diversification make it a valuable intermediate in organic chemistry.

InChI:InChI=1/C19H26O/c1-6-19(4,14-7-8-16(2)3)15-13-17-9-11-18(20-5)12-10-17/h6,8-13,15H,1,7,14H2,2-5H3/b15-13+/t19-/m1/s1

Upstream product

• 24470-78-8 isopropyltriphenylphosphonium iodide 
• 1173695-83-4 C₂₂H₃₀O₂Si 
• 123-11-5 4-methoxy-benzaldehyde 
• 80-59-1 Tiglic acid 
• 485385-65-7 (S)-2-ethenyl-2,6-dimethylhept-5-en-1-ol 
• 1492057-03-0 C₂₇H₃₈OSi 
• 1492057-02-9 (S)-((2-(2-bromoethyl)-2-methylbut-3-en-1-yl)oxy)(tert-butyl)diphenylsilane 
• 1492057-01-8 (S)-3-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methylpent-4-en-1-ol 
• 1492056-99-1 (S)-tert-butyl 3-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methylpent-4-enoate 
• 1492056-88-8 (S)-tert-butyl 3-(hydroxymethyl)-3-methylpent-4-enoate 
• 1492056-85-5 (S)-tert-butyl 3-((R)-4-isopropyl-2-oxooxazolidine-3-carbonyl)-3-methylpent-4-enoate 
• 1020108-55-7 (3S)-3-ethenyl-1-(4-methoxyphenyl)-3,7-dimethyloct-6-en-2-ol 

Downstream Products

• 1020108-62-6 4-[(1E,3R)-3-ethenyl-3,7-dimethylocta-1,6-dienyl]phenol 
• 17015-60-0 bakuchiol 
• 1234320-94-5 (S)-4-{3-(4-methoxystyryl)-3,7-dimethylocta-1,6-dienyl}phenol 
• 1361320-55-9 1-methoxy-[4-{3-(4-methoxystyryl)-3,7-dimethylocta-1,6-dienyl}]benzene 
• 1361320-50-4 (S)-4-{3-(4-methoxystyryl)-3,7-dimethylocta-1,6-dienyl}phenol 
• 43010-56-6 8-Acetoxy-hexahydrobakuchiol-methylether 
• 43010-57-7 2,3,16,17-Tetrahydrobakuchiol-methylether 
• 54154-47-1 1-((1R,2S,5R)-2-Isopropyl-5-methyl-5-vinyl-cyclohexyl)-4-methoxy-benzene 
• 54154-48-2 1-((1S,2R,5R)-2-Isopropyl-5-methyl-5-vinyl-cyclohexyl)-4-methoxy-benzene 
• 54154-49-3 1-((1R,2S)-2-Isopropyl-5,5-dimethyl-cyclohexyl)-4-methoxy-benzene 
• 54274-55-4 1-((1S,2R)-2-Isopropyl-5,5-dimethyl-cyclohexyl)-4-methoxy-benzene 
• 54154-50-6 1-((R)-2-Isopropyl-5-methyl-5-vinyl-cyclohex-1-enyl)-4-methoxy-benzene 
• 74921-97-4 2-hydroxybakuchiol methyl ether 
• 54154-44-8 1-methoxy-4-((1R,2R,5R)-5-methyl-2-(prop-1-en-2-yl)-5-vinylcyclohexyl)benzene 

Relevant articles and documents

Combining Palladium and Chiral Organocatalysis for the Enantioselective Deconjugative Allylation of Enals via Dienamine Intermediates

A catalytic enantioselective deconjugative allylation of enals is reported. A variety of enals underwent this transformation in high yield and ee, and products can be readily transformed into γ-allyl enals via a Cope rearrangement without erosion of ee. This transformation was used to install the quaternary stereocenter in (S)-bakuchiol, enabling completion of a concise formal synthesis.

Synthesis of Chiral Tertiary Boronic Esters: Phosphonate-Directed Catalytic Asymmetric Hydroboration of Trisubstituted Alkenes

Highly enantioselective rhodium-catalyzed hydroboration of allylic phosphonates by pinacolborane affords chiral tertiary boronic esters. The β-borylated phosphonates are readily converted to chiral β- and γ-hydroxyphosphonates and aminophosphonates and to phosphonates bearing a quaternary carbon stereocenter. The utility of the latter is illustrated by the synthesis of (S)-(+)-bakuchiol methyl ether.

Anti-proliferative evaluation of monoterpene derivatives against leukemia

The cure rate of pediatric acute lymphoblastic leukemia (ALL) has significantly improved in the past thirty years, however not all patient cohorts respond well to current chemotherapy regimens. Among the high risk patient cohort is infants with MLL-rearranged (MLL-r) B-ALL, which remains dismal with an overall survival rate 35%. Our program is interested in identifying new molecular scaffolds to better understand the underlying mechanisms and ultimately provide new targeted treatments. Based on a phenotypic screen, phenolic natural products were identified as promising scaffolds for further chemical evaluation. Herein we disclose the effects of a potent anti-proliferative compound 31 against human ALL leukemia cellular models.