911107-23-8

Basic information

• Product Name: 2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-2-PHENYL-, (2R)-
• Synonyms: 2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-2-PHENYL-, (2R)-
• CAS NO: 911107-23-8
• Molecular Formula: C17H14O3
• Molecular Weight: 0
• Mol File: 911107-23-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-2-PHENYL-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-2-PHENYL-, (2R)-(911107-23-8)
• EPA Substance Registry System: 2H-1-BENZOPYRAN-3-CARBOXALDEHYDE, 6-METHOXY-2-PHENYL-, (2R)-(911107-23-8)

Safety Data

• Hazardous Substances Data: 911107-23-8(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 104-55-2 3-phenyl-propenal 
• 104-54-1 3-Phenylpropenol 

Relevant articles and documents

Design, one-pot synthesis, molecular docking study, and antibacterial evaluation of novel 2H-chromene based imidazo[1,2-a]pyridine derivatives as potent peptide deformylase inhibitors

An efficient, environmentally friendly, one-pot three-component synthesis of a series of 2H-chromene-based imidazo[1,2-a]pyridines had been designed and were synthesized. This protocol was developed by the reaction of substituted 2H-chromene aldehydes and

Diastereoselective synthesis of novel spiro indanone fused pyrano[3,2-: c] chromene derivatives following hetero-Diels-Alder reaction and in vitro anticancer studies

The development of concise methods for the synthesis of small functionalised spirocyclic molecules is important in the search of new bioactive molecules. To contribute this, here we represent a diastereoselective oxa-hetero-Diels-Alder reaction for the synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives and studied their in vitro anticancer activities. Using previously less explored cyclic ketone i.e. indane-1,3-dione and 3-vinyl-2H-chromene derivatives, we obtained novel spiro-heterocyclic frameworks at the interphase between "drug-like" molecules and natural products. Various spiro indanone fused pyrano[3,2-c]chromene derivatives were synthesized regiospecifically bearing a quaternary stereocenter in high yields (up to 85%) with excellent diastereoselectivity in toluene using 4 ? MS as additive under reflux condition at 120 °C. In vitro cytotoxic studies of these compounds against MCF-7 (breast cancer), HCT-116 (colon cancer), H-357 (oral cancer), MD-MB-231(Breast cancer) cell lines were evaluated by MTT {3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide} assay in vitro. The screening results revealed that many of the compounds are showing moderate to high levels of anticancer activities against the tested cancer cell lines and some displayed potent inhibitory activities in comparison to the commercial anticancer drug 5-fluorouracil (5-FU). Among the series, compound 3′c showed most potent cytotoxicity (15.0-27.5 μM) in three cancer cell lines (MCF-7, HCT-116 and MD-MB-231).

Bicatalytic Multistep Reactions En Route to the One-Pot Total Synthesis of Complex Molecules: Easy Access to Chromene and 1,2-Dihydroquinoline Derivatives from Simple Substrates

By combining nanocatalysis with base catalysis, a novel one-pot multistep process was found for the synthesis of substituted heterocycles of biological relevance from simple substrates. The process is based on the initial Au/O2 oxidation of allylic alcohols, which is followed by base-catalyzed tandem hetero-Michael/aldolization/crotonization with ortho-hydroxy- or ortho-aminobenzaldehydes. The flexibility of the reaction even allowed the benzaldehyde partner to be prepared in situ in an example of a one-pot/five-step process.

Recyclable tertiary amine modified diarylprolinol ether as aminocatalyst for the sequential asymmetric synthesis of functionalized cyclohexanes and chromenes

The one-pot, organocatalytic Hayashi sequential reaction (HSR) of β-nitroacrylate, aldehyde, toluenethiol, and ethyl 2-(diethoxyphosphoryl) acrylate allowed the synthesis of almost stereoisomerically pure, highly functionalized polysubstituted cyclohexane

Chiral amine/chiral acid as an excellent organocatalytic system for the enantioselective tandem oxa-Michael-aldol reaction

The asymmetric tandem oxa-Michael-aldol reaction of salicylic aldehyde derivatives with α,β-unsaturated aldehydes catalyzed by a chiral amine/chiral acid organocatalytic system was investigated. The organocatalytic system of (S)-diphenylpyrrolinol trimeth

One-pot pyrrolidine-catalyzed synthesis of benzopyrans, benzothiopyranes, and dihydroquinolidines

A simple catalytic racemic synthesis of benzopyranes, benzothiopyranes and 1,2-dihydroquinolines is presented. The organocatalytic domino reactions between 2-heteroatom substituted aldehyde derivatives and α,β-unsaturated aldehydes or α,β-unsaturated cycl

Catalytic enantioselective domino oxa-michael/aldol condensations: Asymmetric synthesis of benzopyran derivatives

The first direct organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction is presented. The unprecedentedly simple, chiral, pyrrolidine-catalyzed asymmetric domino reactions between salicylic aldehyde derivatives and α,β-unsaturated aldeh

One-pot approach to chiral chromenes via enantioselective organocatalytic domino oxa-Michael-aldol reaction

A highly enantioselective (S)-diphenylpyrrolinol triethylsilyl ether promoted tandem oxa-Michael-aldol reaction of α,β-unsaturated aldehydes with salicylaldehydes has been developed; the method affords one-pot access to chiral and synthetically useful chr