136778-40-0

Basic information

• Product Name: Goniodiol diacetate
• Synonyms: Goniodioldiacetate/(+)-Goniodioldiacetate;2H-Pyran-2-one, 6-[(1S,2R)-1,2-bis(acetyloxy)-2-phenylethyl]-5,6-dihydro-, (6R)-
• CAS NO: 136778-40-0
• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 494.40407
• Mol File: 136778-40-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 386.4±12.0 °C(Predicted)
• Appearance: /
• Density: 1.236±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Goniodiol diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Goniodiol diacetate(136778-40-0)
• EPA Substance Registry System: Goniodiol diacetate(136778-40-0)

Safety Data

• Hazardous Substances Data: 136778-40-0(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 146236-73-9 (+)-goniodiol 
• 936210-36-5 (6S,7S,8S)-(-)-goniodiol 
• 162600-01-3 (1S,2R,3R)-1-(2-furyl)-2,3-isopropylidenyloxy-3-phenyl-1-propanol 
• 163748-92-3 Acetic acid (2S,3R)-2,3-dihydroxy-3-phenyl-propyl ester 
• 163630-05-5 (R)-6-((4S,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-3,6-dihydro-pyran-2-one 
• 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 
• 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 
• 473980-92-6 (Z)-(5R,6S,7R)-7-Acetoxy-5,6-dihydroxy-7-phenyl-hept-2-enoic acid methyl ester 
• 473980-91-5 (2Z,5E)-(S)-7-Acetoxy-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 

Downstream Products

• 96405-63-9 goniotriol triacetate 
• 96422-53-6 goniodiol monoacetate 
• 936210-36-5 (6S,7S,8S)-(-)-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.

Styrylpyrone Derivatives from Goniothalamus dolichocarpus

Styrylpyrone derivatives (+)-goniothalamin (1), (+)-goniothalamin epoxide (2) and (-)-iso-5-deoxygoniopypyrone (4b), and the acetogenin (+)-annonacin (7) were bioactive compounds isolated from the stem bark of Goniothalamus dolichocarpus.The stereochemica

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.