152867-94-2

Basic information

• Product Name: <5-(3',4'-Dimethoxyphenyl)pentyl>-(tetrahydro-2''H-pyran-2''-yl)-ether
• Synonyms: <5-(3',4'-Dimethoxyphenyl)pentyl>-(tetrahydro-2''H-pyran-2''-yl)-ether
• CAS NO: 152867-94-2
• Molecular Weight: 308.418
• Mol File: 152867-94-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: <5-(3',4'-Dimethoxyphenyl)pentyl>-(tetrahydro-2''H-pyran-2''-yl)-ether(CAS DataBase Reference)
• NIST Chemistry Reference: <5-(3',4'-Dimethoxyphenyl)pentyl>-(tetrahydro-2''H-pyran-2''-yl)-ether(152867-94-2)
• EPA Substance Registry System: <5-(3',4'-Dimethoxyphenyl)pentyl>-(tetrahydro-2''H-pyran-2''-yl)-ether(152867-94-2)

Safety Data

• Hazardous Substances Data: 152867-94-2(Hazardous Substances Data)

Upstream product

• 2859-78-1 4-Bromoveratrole 
• 71233-40-4 5-(tetrahydro-2H-pyran-2-yloxy)pentylmagnesium bromide 
• 37935-47-0 2-(5-bromopentyloxy)tetrahydropyran 
• 89980-69-8 3,4-dimethoxyphenylmagnesium bromide 

Downstream Products

• 79623-17-9 1,2-dimethoxy-4-(5-hydroxypentyl)benzene 
• 152868-00-3 5-<(tert-Butyl)diphenylsilyloxy>-1-(3',4'-dimethoxyphenyl)-13-<(tetrahydro-2''H-pyran-2''-yl)oxy>tridecan 
• 152868-08-1 (Z)-5-<(tert-Butyl)diphenylsilyloxy>-1-(3',4'-dimethoxyphenyl)octadec-13-en 
• 152868-03-6 9-<(tert-Butyl)diphenylsilyloxy>-13-(3',4'-dimethoxyphenyl)tridecanal 
• 152868-01-4 9-<(tert-Butyl)diphenylsilyloxy>-13-(3',4'-dimethoxyphenyl)tridecanol 
• 152867-99-7 1-(3',4'-Dimethoxyphenyl)-13-<(tetrahydro-2''H-pyran-2''-yl)oxy>tridecan-5-ol 
• 152868-24-1 1-(3,4-Dimethoxy-phenyl)-icosan-5-one 
• 152868-12-7 (Z)-1-(3',4'-Dimethoxyphenyl)octadec-13-en-5-on 
• 152868-23-0 1-(3,4-Dimethoxy-phenyl)-octadecan-5-one 
• 152868-20-7 1-(3,4-Dimethoxy-phenyl)-icosan-5-ol 
• 152868-09-2 (Z)-1-(3',4'-Dimethoxyphenyl)octadec-13-en-5-ol 
• 152868-27-4 1-(3,4-Dimethoxy-phenyl)-hexadecan-5-one 
• 152868-21-8 1-(3,4-Dimethoxy-phenyl)-octadecan-5-ol 
• 152868-26-3 1-(3,4-Dimethoxy-phenyl)-tetradecan-5-one 

Relevant articles and documents

Synthesis of Alkylphenols and -catechols from Plectranthus albidus (Labiatae)

In the preceding paper, we described the isolation and structure elucidation of a series of even-numbered phenol- or pyrocatechol-derived 1-arylalkane-5-ones.To establish the assigned structures unambiguously and to have larger quantities available for physiological testing, the following compounds were prepared: in the alkylphenol series, 1-(4'-hydroxyphenyl)tetradecan-5-one (2a), 1-(4'-hydroxyphenyl)hexadecan-5-one (2b), and 1-(4'-hydroxyphenyl)octadecan-5-one (2c); in the alkylcatechol series, 1-(3',4'-dihydroxyphenyl)decan-5-one (3a; not isolated as a natural compound), 1-(3',4'-dihydroxyphenyl)dodecan-5-one (3b), 1-(3',4'-dihydroxyphenyl)tetradecan-5-one (3c), 1-(3',4'-dihydroxyphenyl)hexadecan-5-one (3d), 1-(3',4'-dihydroxyphenyl)octadecan-5-one (3e), and 1-(3',4'-dihydroxyphenyl)icosan-5-one (3f); in the alkenylphenol series, (Z)-1-(4'-hydroxyphenyl)octadec-13-en-5-one (4a) and (E)-1-(4'-hydroxyphenyl)octadec-13-en-5-one (4b); in the alkenylcatechol series, (E,E)-1-(3',4'-dihydroxyphenyl)deca-1,3-dien-5-one (1) and (Z)-1-(3',4'-dihydroxyphenyl)octadec-13-en-5-one (5).All compounds proved to be identical with the previously assigned structures.Compound 1 was synthesized by regioselective aldol condensation of heptan-2-one with (E)-3-(3',4'-dimethoxyphenyl)prop-2-enal (6d; Scheme 1), the phenols 2a-c and the catechols 3a-f by addition of the corresponding alkyl Grignard reagent to 5-(4'-methoxyphenyl)- or 5-(3',4'-dimethoxyphenyl)pentanal (17c and 18c, resp.; Scheme 4), and the olefins 4a, 4b and 5 from 17c or 18c via the 9-O-silyl-protected 13-(4'-methoxyphenyl)- or 13-(3',4'-dimethoxyphenyl)tridecanals (26 and 27, resp.) and Wittig olefination as the key steps (Scheme 5).