72960-22-6

Basic information

• Product Name: 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol
• Synonyms: 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol;(5R,6S,7S,13aS)-5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-benzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol;Gomisin O
• CAS NO: 72960-22-6
• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.46
• Mol File: 72960-22-6.mol

Chemical Properties

• Boiling Point: 575.6±50.0 °C(Predicted)
• Appearance: /
• Density: 1.204±0.06 g/cm3(Predicted)
• PKA: 13.81±0.60(Predicted)
• CAS DataBase Reference: 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol(72960-22-6)
• EPA Substance Registry System: 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol(72960-22-6)

Safety Data

• Hazardous Substances Data: 72960-22-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol is used as a key intermediate in the synthesis of complex organic molecules. Its unique structure and functional groups make it a valuable component for creating new chemical entities with diverse properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol is used as a precursor for the development of new drugs. Its potential applications in medicinal chemistry are being explored, as its specific biological and pharmacological activities are yet to be fully understood.
Used in Medicinal Chemistry Research:
5,6,7,8-Tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethylbenzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-5-ol is utilized in medicinal chemistry research to investigate its potential as a lead compound for the development of novel therapeutic agents. Its unique structure and functional groups offer opportunities for the design and synthesis of new molecules with potential biological activities.

Upstream product

• 83864-69-1 Tigloylgomisin O 
• 83864-69-1 angeloylgomisin O 
• 869991-63-9 ((1R,2S,3S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-4-(4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutoxy)(tert-butyl)dimethylsilane 
• 72960-22-6 (8S,9S,10S)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^2,7.0^14,18]nonadeca-1⁽¹⁹⁾,2,4,6,12,14⁽¹⁸⁾-hexaene-8-ol 
• 869991-64-0 ((1R,2S,3S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-4-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutoxy)(tert-butyl)dimethylsilane 
• 91511-83-0 5-bromo-7-methoxy-1,3-benzodioxol 

Downstream Products

• 72960-22-6 gomisin O 

Relevant articles and documents

Catalyzed cyclizations leading to enrichment of functionality and chirality. A general approach to dibenzocyclooctadiene lignans from α,ω-diynes

(Chemical Equation Presented) The [B-Sn]-mediated cyclization of α,ω-diynes results in not only an increase in the functionalizable groups (incorporated as highly versatile vinyl-B and vinyl-Sn groups) but also an increase in new serviceable stereochemical elements. The alkylidene functionalities at C7 and C8 offer unprecedented opportunities for the synthesis of highly functionalized dibenzocyclooctadienes. Examples of interiotherins and gomisins are provided.

Asymmetric total synthesis of dibenzocyclooctadiene lignan natural products

Full details of the asymmetric total syntheses of the dibenzocyclooctadiene lignans interiotherin A, angeloylgomisin R, gomisin O, and gomisin E (epigomisin O) are presented. The syntheses were based on a unified synthetic strategy involving a novel crotylation using the Leighton auxiliary that occurred with excellent asymmetric induction (>98:2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an atropdiastereoselective biarylcuprate coupling, both of which occurred with total (>20:1) stereocontrol. The syntheses were achieved in six to eight steps from simple aromatic precursors.

TWO LIGNANS FROM SCHISANDRA SPHENANTHERA

Two new dibenzocyclooctadiene lignans, benzoylgomisin U and tigloylgomisin O were isolated from the fruits of Schisandra sphenanthera together with known lignans, gomisin U and epigomisin O.Their structures were determined by chemical and spectral studies.The structure of isoschizandrin was also revised by advanced chemical and spectral studies.

The Constituents of Schizandra Chinensis Baill. XI. The Structures of Three New Lignans, Angeloylgomasin O, and Angeloyl- and Benzylisogomisin O

Three new dibenzocyclooctadiene lignans, angeloylgomisin O (1), and angeloyl-(2) and benzoylisogomisin O(3) were isolated from fruits of Schizandra chinensis Baill. (Schizandraceae).Their absolute structures were elucidated by means of chemical and spectral studies.Keywords - Schizandra chinensis Baill.; Schizandraceae; dibenzocyclooctadiene; lignan; angeloylgomisin O; angeloylisogomisin O; benzoylgomisin O; 13C-NMR