96422-53-6

Basic information

• Product Name: [S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one
• Synonyms: (+)-Goniodiol monoacetate;[S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one;Goniodiol monoacetate;Goniodiol 7-acetate
• CAS NO: 96422-53-6
• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.2845
• Mol File: 96422-53-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 396.7°Cat760mmHg
• Flash Point: 144.4°C
• Appearance: /
• Density: 1.265g/cm³
• CAS DataBase Reference: [S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: [S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one(96422-53-6)
• EPA Substance Registry System: [S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one(96422-53-6)

Safety Data

• Hazardous Substances Data: 96422-53-6(Hazardous Substances Data)

Usage

General Description

[S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one is a chemical compound with a complex molecular structure. It contains a pyran-2-one ring, as well as an acetyloxy and hydroxy-phenylethyl group. [S,(+)]-6β-[(1S,2S)-1-Acetyloxy-2-hydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one is a stereoisomer with a specific configuration around a chiral center, denoted as S,(+). Its structure suggests potential pharmaceutical or biological activity, and further research is needed to fully understand its properties and potential applications.

Upstream product

• 214678-55-4 (R)-4-Benzenesulfonyl-6-((1R,2R)-1,2-dihydroxy-2-phenyl-ethyl)-tetrahydro-pyran-2-one 
• 185216-23-3 (1R,2S,3R)-3,4-epoxy-1,2-isopropylidenedioxy-1-phenylbutane 
• 174757-50-7 (1R,2S,3S)-3,4-epoxy-1-phenylbutane-1,2-diol 
• 146236-73-9 (+)-goniodiol 
• 473980-94-8 (Z)-(5R,6S,7R)-7-(tert-Butyl-dimethyl-silanyloxy)-5,6-dihydroxy-7-phenyl-hept-2-enoic acid methyl ester 
• 473980-95-9 (R)-6-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2-phenyl-ethyl]-5,6-dihydro-pyran-2-one 
• 473980-93-7 (2Z,5E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-7-phenyl-hepta-2,5-dienoic acid methyl ester 
• 473980-85-7 (2Z,5E)-(S)-7-Hydroxy-7-phenyl-hepta-2,5-dienoic acid methyl ester 
• 474087-63-3 (4R,5R)-4-Phenyl-5-vinyl-[1,3]dioxolan-2-one 
• 145376-17-6 (1R,2R)-1-phenyl-but-3-ene-1,2-diol 
• 936210-36-5 (6S,7S,8S)-(-)-goniodiol 
• 96405-61-7 goniodiol diacetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 96405-61-7 goniodiol diacetate 
• 96405-63-9 goniotriol triacetate 
• 136778-40-0 7,8-di-O-acetyl-goniodiol 

Relevant articles and documents

A short and general approach to the synthesis of styryllactones: (+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone

(+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone, the representatives of styryllactones have been synthesized in a short and general way. The key steps involve the regioselective asymmetric dihydroxylation and the palladium-catalyzed cross-coupling of cyclic allylic carbonate with vinyltributylstannane.

Structure and Stereochemistry of Four New 5,6-Dihydro-2-pyrones from Goniothalamus sesquipedalis and Goniothalamus grifithii

The leaves and twigs of Goniothalamus sesquipedalis Wall (Annonaceae) afford four new 6-(7,8-dihydrostyryl)-5,6-dihydro-2-pyrones, having in each case hydroxy and/or acetoxy functions at C-7 and C-8.The detailed high resolution PMR and other spectral analyses along with their chemical interconversions reveal their structures as 6-(7,8-dihydro-7,8-diacetoxystyryl)-5,6-dihydro-2-pyrone (II), 6-(7,8-dihydro-7-acetoxy-8-hydroxystyryl)-5,6-dihydro-2-pyrone (III), 6-(7,8-dihydro-7,8-dihydroxystyryl)-5,6-dihydro-2-pyrone (IV) and 6-(7,8-dihydro-7,8-dihydroxystyryl)-5,6-dihydro-5-hydroxy-2-pyrone (V).Compounds II, III and IV have also been isolated from the bark of Goniothalamus grifithii Hook.F and T.Thoms.The 7,8-erythro configuration is revealed for the above dihydropyrones from the coupling constants of the vicinal protons.Biogenetic considerations lead us to propose 6,7-threo and 7,8-erythro-configurations leading to 6(S), 7(S) and 8(S) configuration in these dihydropyrones.The stereochemistry of C-5 in V remains unsettled.