41777-08-6

Basic information

• Product Name: Benzaldehyde, 2,4-bis(acetyloxy)-
• CAS NO: 41777-08-6
• Molecular Formula: C11H10O5
• Molecular Weight: 222.197
• Mol File: 41777-08-6.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2,4-bis(acetyloxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2,4-bis(acetyloxy)-(41777-08-6)
• EPA Substance Registry System: Benzaldehyde, 2,4-bis(acetyloxy)-(41777-08-6)

Safety Data

• Hazardous Substances Data: 41777-08-6(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 75-36-5 acetyl chloride 
• 108-46-3 recorcinol 

Downstream Products

• 56317-21-6 moracin M 
• 69120-07-6 moracin D 
• 24534-37-0 6-hydroxy-2-phenylbenzofuran 
• 304878-79-3 2-phenylbenzofuran-6-yl acetate 
• 1616268-49-5 7-([1,4'-bipiperidin]-1'-ylmethyl)-2-phenylbenzofuran-6-ol 
• 1354631-71-2 4-(4-oxo-1,2,3,4-tetrahydroquinolin-2-yl)-1,3-phenylene diacetate 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 1009597-27-6 5-bromo-2,4-diacetoxybenzaldehyde 
• 115061-25-1 methyl 4,6,8-triacetoxynaphthalene-2-carboxylate 
• 115061-23-9 2-[1-(2,4-Diacetoxy-phenyl)-meth-(E)-ylidene]-succinic acid 1-methyl ester 
• 218444-39-4 2-[[3,5-dimethoxy-4-(3-methyl-2-butenyl)]phenyl]-6-(tert-butyldimethylsilanyloxy)benzofuran 

Relevant articles and documents

Synthesis of 7-hydroxyspiropyran

The 7-acetoxyspiropyrans (4a and 4b) have been prepared by the reaction of Fischer's bases (3) with 2,4-diacetoxybenzaldehyde in refluxing ethanol in moderate yields. The acetyl group of 7-acetoxyspiropyran 4a was easily removed to give a 7-hydroxyspiropy

Functional group manoeuvring for tuning stability and reactivity: Synthesis of cicerfuran, moracins (D, E, M) and chromene-fused benzofuran-based natural products

The protecting group manoeuvring as a strategy was applied for tuning the stability and reactivity of 4-(2,2-dibromovinyl)benzene-1,3-diol (12a) and 6-(2,2-dibromovinyl)-2,2-dimethylchroman-7-ol (22) in the domino synthesis of benzofuran-based natural products (1-8). The functional group demands and their impact on the reactivity driven by electronic effects were successfully managed by varying the protecting groups with substituted gem-dibromovinylphenols in domino couplings and triarylbismuth reagents under palladium-catalyzed conditions. This approach paved the way for the synthesis of moracin M (1) and cicerfuran (2), and the first time synthesis of moracin D (3) and moracin E (4) along with chromene-fused benzofuran-based natural products (5-8) in overall good yields.

Benzofuran derivatives as anticancer inhibitors of mTOR signaling

A series of 32 derivatives and isosteres of the mTOR inhibitor 2 were synthesized and compared for their cytotoxicity in radioresistant SQ20B cancer cell line. Several of these compounds, in particular 30b, were significantly more cytotoxic than 2. Importantly, 30b was shown to block both mTORC1 and Akt signaling, suggesting insensitivity to the resistance associated to Akt overactivation observed with rapamycin derivatives currently used in clinic.