51842-87-6

Basic information

• Product Name: 3,4-dimethoxybenzenepropanoyl chloride
• Synonyms: 3,4-dimethoxybenzenepropanoyl chloride
• CAS NO: 51842-87-6
• Molecular Weight: 228.675
• Mol File: 51842-87-6.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: 3,4-dimethoxybenzenepropanoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dimethoxybenzenepropanoyl chloride(51842-87-6)
• EPA Substance Registry System: 3,4-dimethoxybenzenepropanoyl chloride(51842-87-6)

Safety Data

• Hazardous Substances Data: 51842-87-6(Hazardous Substances Data)

Upstream product

• 2107-70-2 3,4-methoxycinnamic acid 

Downstream Products

• 20944-13-2 N-<2-(3,4-dimethoxyphenyl)ethyl>-3-(3,4-dimethoxyphenyl)propionamide 
• 59282-10-9 methyl N-<3-(3,4-dimethoxyphenyl)propanoyl>anthranilate 
• 18884-25-8 (3R^*,4R^*)-3-<3,4-(methylenedioxy)benzyl>-4-(3,4-dimethoxybenzyl)-γ-butyrolactone 
• 4773-01-7 (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 
• 1333406-05-5 5-(5-(3,4-dimethoxyphenylethyl)-1,3,4-thiadiazol-2-yl)benzimidazole 
• 1333405-86-9 5-(5-(3,4-dimethoxyphenylethyl)-1,3,4-oxadiazol-2-yl)benzimidazole 
• 1373037-76-3 (S)-4-benzyl-3-(3-(3,4-dimethoxyphenyl)propanoyl)-5,5-dimethyloxazolidin-2-one 
• 1373038-03-9 C₂₄H₂₆F₃NO₅ 
• 1373038-13-1 C₂₄H₂₆F₃NO₅ 

Relevant articles and documents

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Synthesis and antitumor activity of aza-brazilan derivatives containing imidazolium salt pharmacophores

The synthesis of a series of novel aza-brazilan derivatives containing imidazolium salt pharmacophores is presented. The biological activity of such imidazolium salts was further evaluated in vitro against a panel of human tumor cell lines. The results suggest that the electron-withdrawing group on the aza-brazilan moiety, substituted 5,6-dimethyl-benzimidazole ring and substitution of the imidazolyl-3-position with a 4-methylbenzyl group were essential for modulating the cytotoxic activity. Compounds 55 and 39, bearing a 4-methylbenzyl substituent at position-3 of 5,6-dimethyl-benzimidazole, were found to be the most potent compounds with IC50 values of 0.52-1.30 μM and 0.56-1.51 μM against four human tumor cell lines investigated. Particularly, compound 57 exhibited inhibitory activity against the MCF-7 cell line with an IC50 value of 0.35 μM and was 56-fold more sensitive than DDP. Moreover, compound 55 inhibited cell proliferation through inducing G0/G1 cell cycle arrest and apoptosis in SMMC-7721 cells.

Total Synthesis of Ovafolinins A and B: Unique Polycyclic Benzoxepin Lignans through a Cascade Cyclization

Ovafolinins A and B, isolated from Lyonia ovalifolia var. elliptica, are lignans that contain a unique bridged structure containing a penta- and tetracyclic benzoxepin and an aryl tetralin. We report the first total synthesis of these natural products in which an acyl-Claisen rearrangement was initially utilized to construct the lignan backbone with correct relative stereochemistry. Judicious use of a bulky protecting group placed reactive moieties in the correct orientation, thereby resulting in a cascade reaction to form the bridged benzoxepin/aryl tetralin from a linear precursor in a single step. Modification of this route allowed the enantioselective synthesis of (+)-ovafolinins A and B, which confirmed the absolute stereochemistry, and comparison of optical rotation suggests that these compounds are found as scalemic mixtures in nature.