61198-49-0

Basic information

• Product Name: 2H-Pyran-2-one, tetrahydro-4-phenyl-, (4S)-
• Synonyms: 2H-Pyran-2-one, tetrahydro-4-phenyl-, (4S)-
• CAS NO: 61198-49-0
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol File: 61198-49-0.mol
• Article Data: 72

Chemical Properties

• Boiling Point: 340.8±31.0 °C(Predicted)
• Density: 1.113±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2H-Pyran-2-one, tetrahydro-4-phenyl-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, tetrahydro-4-phenyl-, (4S)-(61198-49-0)
• EPA Substance Registry System: 2H-Pyran-2-one, tetrahydro-4-phenyl-, (4S)-(61198-49-0)

Safety Data

• Hazardous Substances Data: 61198-49-0(Hazardous Substances Data)

Upstream product

• 4160-80-9 3-phenylglutaric acid anhydride 
• 3393-45-1 5,6-dihydro-pyran-2-one 
• 934-56-5 trimethyl(phenyl)stannane 
• 98-80-6 phenylboronic acid 
• 61198-49-0 4-phenyltetrahydropyran-2-one 
• 78533-73-0 3-phenylglutaronitrile 
• 3262-89-3 triphenylboroxine 
• 780-69-8 triethoxyphenylsilane 
• 19006-47-4 dimethyl 3-phenylpentanedioate 
• 64145-51-3 3-phenylcyclopentanone 
• 829-27-6 3-phenylpentane-1,5-diol 
• 55951-74-1 diethyl 3-phenylpentanedioate 
• 4165-96-2 3-phenylglutaric acid 
• 3174-83-2 3-phenylbut-3-en-1-ol 

Downstream Products

• 69815-04-9 (+/-)-5-Methyl-3-phenyl-1,5-hexandiol 
• 58068-76-1 2-hydroxy-4-phenyltetrahydropyran 
• 114199-69-8 2-ethyl-3-phenyl-5-pentanolide 
• 114199-68-7 2-methyl-3-phenyl-5-pentanolide 
• 71302-21-1 (4R)-4-phenyltetrahydro-2H-pyran-2-one 
• 790661-97-1 trifluoromethanesulfonic acid 4-phenyl-5,6-dihydro-4H-pyran-2-yl ester 
• 1123193-24-7 5-hydroxy-3-phenylpentanoic acid hydrazide 
• 138662-94-9 3(S)-azido-α(S)-butyl-N-<4(S)-<(butylamino)carbonyl>-1(S)-(cyclohexylmethyl)-2(S)-hydroxy-5-methylhexyl>-2-oxo-4(S)-phenyl-1-piperidineacetamide 
• 138571-14-9 3(S)-azido-α(S)-butyl-N-<4(S)-<(butylamino)carbonyl>-1(S)-(cyclohexylmethyl)-2(S)-hydroxy-5-methylhexyl>-2-oxo-4(R)-phenyl-1-piperidineacetamide 
• 138571-15-0 3(S)-amino-α(S)-butyl-N-<4(S)-<(butylamino)carbonyl>-1(S)-(cyclohexylmethyl)-2(S)-hydroxy-5-methylhexyl>-2-oxo-4(R)-phenyl-1-piperidineacetamide 
• 138662-95-0 3(S)-amino-α(S)-butyl-N-<4(S)-<(butylamino)carbonyl>-1(S)-(cyclohexylmethyl)-2(S)-hydroxy-5-methylhexyl>-2-oxo-4(S)-phenyl-1-piperidineacetamide 
• 138662-92-7 3-<4-(1,3-dioxolan-2-yl)-1-oxo-3(S)-phenyl-2(S)-azidobutyl>-4(S)-(phenylmethyl)-2-oxazolidinone 
• 138571-12-7 3-<4-(1,3-dioxolan-2-yl)-1-oxo-3(R)-phenyl-2(S)-azidobutyl>-4(S)-(phenylmethyl)-2-oxazolidinone 
• 138571-30-9 3-<4-(1,3-dioxolan-2-yl)-1-oxo-3(R)-phenylbutyl>-4(S)-(phenylmethyl)-2-oxazolidinone 

Relevant articles and documents

Asymmetric Synthesis of Chiral Bicyclo[2.2.1]hepta-2,5-diene Ligands through Rhodium-Catalyzed Asymmetric Arylative Bis-cyclization of a 1,6-Enyne

A series of novel chiral diene ligands (1R,4S)-L1, which are based on the bicyclo[2.2.1]heptadiene skeleton and are substituted with methyl and an ester group at the bridgehead carbons, were synthesized through rhodium-catalyzed asymmetric arylative bis-c

Tricyclic Sulfoxide-Alkene Hybrid Ligands for Chiral Rh(I) Complexes: The "Matched" Diastereomer Catalyzes Asymmetric C-C Bond Formations

Deprotonation of phenyldibenzo[b,f]tropylidene (8) with LDA/t-BuOK followed by quenching with either diastereomer of inexpensive glucose-based t-Bu-sulfinate (R)- or (S)-11 affords a sulfoxide-alkene hybrid ligand as the diastereomeric pairs (SS,SC)-9/(SS,RC)-10 and (RS,RC)-9/(RS,SC)-10, respectively, which via chromatographic/recrystallization may be separated into the four isomers. The optically pure diastereomeric ligands (SS,SC)-9 and (SS,RC)-10 react with [RhCl(coe)2]2 to form the dinuclear complexes (RS,SC)-11 and (RS,RC)-12, respectively, in which the bidentate ligands coordinate the metal centers through the sulfur and alkene donor functions. These complexes catalyze the conjugate addition of arylboronic acids to cyclic Michael acceptors with enantioselectivities of up to 99% ee. DFT calculations show the preponderant influence of planar chirality of the ligand alkene function. The enantioselectivity switch observed between (RS,SC)-11 and (RS,RC)-12 is explained by the inverted cis-trans coordinations of the substrate molecules in catalytic steps.

Aqueous Asymmetric 1,4-Addition of Arylboronic Acids to Enones Catalyzed by an Amphiphilic Resin-Supported Chiral Diene Rhodium Complex under Batch and Continuous-Flow Conditions

A rhodium-chiral diene complex immobilized on amphiphilic polystyrene-poly(ethylene glycol) (PS-PEG) resin (PS-PEG-diene?-Rh) has been developed. The immobilized rhodium-chiral diene complex (PS-PEG-diene?-Rh) efficiently catalyzed the asymmetric 1,4-addition of various arylboronic acids to cyclic or linear enones in water under batch conditions to give the corresponding β-arylated carbonyl compounds in excellent yields and with excellent enantioselectivity. The catalyst was readily recovered by simple filtration and reused 10 times without loss of its catalytic activity and enantioselectivity. Moreover, a continuous-flow asymmetric 1,4-addition in a flow reactor containing PS-PEG-diene?-Rh proceeded efficiently at 50 °C with retention of high enantioselectivity. Long-term continuous-flow asymmetric 1,4-addition during 12 h readily gave the desired product on a 10 g scale with high enantioselectivity.