149244-21-3

Basic information

• Product Name: Benzene, 1-bromo-2-(3-butenyl)-4-methoxy-
• CAS NO: 149244-21-3
• Molecular Formula: C11H13BrO
• Molecular Weight: 241.128
• Mol File: 149244-21-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-bromo-2-(3-butenyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-bromo-2-(3-butenyl)-4-methoxy-(149244-21-3)
• EPA Substance Registry System: Benzene, 1-bromo-2-(3-butenyl)-4-methoxy-(149244-21-3)

Safety Data

• Hazardous Substances Data: 149244-21-3(Hazardous Substances Data)

Upstream product

• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 1730-25-2 allylmagnesium bromide 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 150192-39-5 2-Bromo-5-methoxybenzyl alcohol 

Downstream Products

• 328570-78-1 4-(2-bromo-5-methoxy-phenyl)-butan-1-ol 
• 27752-24-5 6-methoxy-2-methyl-3,4-dihydronaphthalen-1(2H)-one 
• 1443497-75-3 C₁₂H₁₄O₂ 
• 1438827-03-2 C₁₉H₃₃BO₃Si 
• 1438825-44-5 (2-butyl-4-methoxyphenyl)dimethylsilane 
• 1189354-07-1 4-bromo-3-n-butylanisole 
• 328570-87-2 (1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-inden-5-one 
• 328570-91-8 (1R,3aS,4S,5R,7aR)-4-(5-methoxy-2-methylphenethyl)-7a-methyl-1-((R)-6-methylheptan-2-yl)-octahydro-1H-inden-5-ol 
• 328570-89-4 (1R,3aS,4S,7aR)-1-((R)-1,5-Dimethyl-hex-4-enyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-inden-5-one 
• 328570-85-0 (1R,7aR)-1-((R)-1,5-Dimethyl-hex-4-enyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one 
• 328570-81-6 6-(5-methoxy-2-methyl-phenyl)-1-phenoxy-hexan-3-one 
• 328570-79-2 4-methyl-3-(4-hydroxybutyl)anisole 
• 281224-85-9 4-(5-methoxy-2-methyl-phenyl)-butyraldehyde 
• 126210-14-8 Astrogorgadiol 

Relevant articles and documents

Stereoselective Convergent Synthesis of Tetrahydro-5 H-benzo[c]fluorene via Nine-Membered Ring-Closing Metathesis and Transannular Acid-Mediated Cyclization/Nucleophilic Addition

The diene methyl ethers or acetates, constructed from the Li-Br exchange/addition reactions of 2-vinylbenzaldehydes and 2-(but-3-en-1-yl)bromoarenes followed by etherification or acetylation of the corresponding alcohols, smoothly underwent the ring-closi

Iridium-catalyzed borylation of secondary benzylic C-H bonds directed by a hydrosilane

Most functionalizations of C-H bonds by main-group reagents occur at aryl or methyl groups. We describe a highly regioselective borylation of secondary benzylic C-H bonds catalyzed by an iridium precursor and 3,4,7,8-tetramethyl-1, 10-phenanthroline as the ligand. The reaction is directed to the benzylic position by a hydrosilyl substituent. This hydrosilyl directing group is readily deprotected or transformed to other functional groups after the borylation reaction, providing access to a diverse set of secondary benzylboronate esters by C-H borylation chemistry.

Synthesis of (-)-astrogorgiadiol

Reaction of Rh2(S)-PTPA4 with the (R)-citronellol-derived α-diazo-β-ketoester 1 led to the formation of cyclic β-ketoester 2 in 95% yield and 48% diastereomeric excess. The purity of 2 was increased to >99% de after one crystallization. To demonstrate its utility in steroid total synthesis, the β-ketoester 2 was carried on to secosteroid (-)-astrogorgiadiol (3), a naturally occuring vitamin D analogue with antiproliferative properties.