107752-93-2

Basic information

• Product Name: ethyl 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
• Synonyms: ethyl 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
• CAS NO: 107752-93-2
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.40092
• Mol File: 107752-93-2.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate(107752-93-2)
• EPA Substance Registry System: ethyl 2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate(107752-93-2)

Safety Data

• Hazardous Substances Data: 107752-93-2(Hazardous Substances Data)

Upstream product

• 2025-40-3 ethyl benzylidenecyanoacetate 
• 126-81-8 dimedone 
• 100-52-7 benzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 
• 105-56-6 ethyl 2-cyanoacetate 
• 31771-33-2 2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine 
• 3471-13-4 dimedone 
• 2169-69-9 ethyl (E)-2-cyano-3-phenyl-2-propenoate 

Downstream Products

• 1360189-13-4 ethyl 2-(4-methoxybenzamido)-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1360189-10-1 ethyl 2-(4-bromobenzamido)-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1360189-09-8 ethyl 2-benzamido-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1360189-08-7 ethyl 2-acetamido-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 
• 1227407-84-2 2,8,8-trimethyl-5-phenyl-5,7,8,9-tetrahydro-4H,6H-chromeno[2,3-d][1,3]oxazine-4,6-dione 
• 1227407-89-7 ethyl 2-(diacetylamino)-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 

Relevant articles and documents

Diammonium hydrogen phosphate: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media

Diammonium hydrogen phosphate was used as a mild, efficient, neutral, and cheap catalyst for the synthesis of various 4H-benzo[b]pyran derivatives via a one-pot, three-component condensation of aromatic aldehydes, active methylene compounds, and dimedone in aqueous media. Copyright Taylor & Francis Group, LLC.

(S)-proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media

(S)-Proline has been used as a mild, efficient and neutral catalyst for synthesis of various 4H-benzo[b]pyran derivatives via a one-pot three-component condensation of aromatic aldehydes, active methylene compounds, and dimedone in aqueous media. This method offers the advantages of proceeding and neutral and mild conditions, giving high to excellent yields of the products and simple workup. Georg Thieme Verlag Stuttgart.

One-pot synthesis of 2-amino-4-aryl-3-carbalkoxy-7,7-dimethyl-5,6,7,8- tetrahydrobenzo[b]pyran derivatives catalyzed by KF/basic Al2O 3 under ultrasound irradiation

Synthesis of 2-amino-4-aryl-3-carbalkoxy-7,7-dimethyl-5-oxo-5,6,7,8- tertrahydrobenzo[b]pyran derivatives was carried out in 81-98% yields by one-pot condensation of aromatic aldehydes with cyanoacetic esters and 5,5-dimethyl-1,3-cyclohexanedione catalyze

Synthesis and characterization of guanine-functionalized mesoporous silica [SBA-16-G]: a metal-free and recyclable heterogeneous solid base catalyst for synthesis of pyran-annulated heterocyclic compounds

Abstract: The synthesis of a new solid base catalyst, i.e., guanine-functionalized mesoporous silica [SBA-16-G], is described. The synthesized catalyst has been fully characterized by FTIR, solid state 13C NMR, TGA, XRD, BET, FESEM, EDAX, CHNS elemental analysis, CO2-TPD, and TEM techniques. The surface area and the basicity of the synthesised [SBA-16-G] were found to be 524?m2/g and 3.230?mmol/g, respectively, based on BET and CO2-TPD analysis. The catalytic activity of the synthesized catalyst has been explored in the synthesis of a series of biologically and pharmaceutically active pyran-annulated heterocyclic compounds from a one-pot three-component reaction of an aromatic aldehyde, malononitrile/ethyl cyanoacetate, and a C–H activated acidic compound, in the presence of a catalytic amount (10?wt%) of [SBA-16-G]. The catalyst is metal-free, easy to synthesize and to isolate from the reaction mixture, and recycled up to four times without significant loss of catalytic activity. Graphical abstract: [Figure not available: see fulltext.].

1,4-Diazabicyclo[2.2.2]octane as an efficient catalyst for a clean, one-pot synthesis of tetrahydrobenzo[b]pyran derivatives via multicomponent reaction in aqueous media

1,4-Diazabicyclo[2.2.2]octane (DABCO) has been used as a mild and efficient catalyst for the synthesis of various tetrahydrobenzo[b]pyran derivatives via a one-pot, three component condensation of aromatic aldehydes, dimedone, and active methylene compounds. This method provides several advantages: a simple workup procedure, environmental friendliness, neutral conditions, and good yields. In addition, water or 50% aqueous ethanol was chosen as a green solvent. Taylor & Francis Group, LLC.

Microwave-promoted sequential three-component synthesis of tetrahydrobenzo[b]pyran in water catlyzed by heterogeneous amine grafted on silica

A variety of tetrahydrobenzo[b]pyrans have been synthesized by sequential addition of arylaldehydes, cyanoacetate and then dimedone in water under microwave irradiation. A heterogeneous amine, N,N-diethylamino-propylated silica, was an effective catalyst for the reaction. The reaction with malononitrile provided the same result. The reaction condition was general to apply to the aldehyde having a Cl, NO2, OH, OMe, or CO2H group in satisfactory yield.

Ytterbium(III) bis(perfluorooctanesulfonyl)imide catalyzed one-pot synthesis of tetrahydrobenzo[b]pyrans in fluorous biphase system

Ytterbium(III) bis(perfluorooctanesulfonyl)imide [Yb(NPf2) 3] has been prepared, and used as an efficient catalyst for the synthesis of 4H-benzo[b]pyran derivatives by a one-pot three-component condensation of aldehydes, active methylene compounds, and dimedone in a fluorous biphase system (FBS). The reaction proceeds smoothly and affords the corresponding 4H-benzo[b]pyrans in moderate to excellent yields. The catalyst is selectively dissolved in the fluorous phase, can be recovered simply by phase separation and reused several times without any obvious decrease of activity.

Solar Energy Mediated Green Synthesis of Tetrahydrobenzo[b]pyrans Using L-Ascorbic Acid as an Organocatalyst in Aqueous Medium

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Practical and efficient synthesis of tetrahydrobenzo[b]pyran using caffeine supported on silica as an ionic liquid solid acid catalyst

The new catalyst silica-caffeine hydrogen sulfate [SiO2-caff.]HSO4 was conveniently prepared from commercially available 3-chloropropyltriethoxysilane via immobilization on silica followed by reaction with caffeine. The catalyst prepared was then characterized by the FT-IR spectroscopy, TGA, EDX, and SEM techniques. It was found that this heterogeneous catalyst was a highly efficient one for the synthesis of tetrahydrobenzo[b]pyrans in good-to-high yields, and could be recovered by a simple filtration of the reaction solution and reused for five consecutive runs. The attractive features of this method are simple procedure, clean reaction, easy work-up, use of a reusable catalyst, and performing a multi-component reaction.