6812-87-9

Basic information

• Product Name: 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione
• Synonyms: 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione;(4bS)-2-Isopropyl-3-hydroxy-4bα,8,8-trimethyl-4b,5,6,7,8,8aβ,9,10-octahydrophenanthrene-1,4-dione;(4bS,8aS)-4b,5,6,7,8,8a,9,10-Octahydro-3-hydroxy-4b,8,8-trimethyl-2-isopropyl-1,4-phenanthrenedione;12-Hydroxyabieta-8,12-diene-11,14-dione;12-Hydroxy-13-isopropylpodocarpa-8,12-diene-11,14-dione;NSC 122417
• CAS NO: 6812-87-9
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.43
• Mol File: 6812-87-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 181.5-183.0 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 418.8°C at 760 mmHg
• Flash Point: 221.2°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 9.14E-09mmHg at 25°C
• Refractive Index: 1.548
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione(6812-87-9)
• EPA Substance Registry System: 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione(6812-87-9)

Safety Data

• Hazardous Substances Data: 6812-87-9(Hazardous Substances Data)

Usage

Description

1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione is a complex chemical compound with a unique molecular structure. It features a hydroxy group, a trimethyl substituent, and a propan-2-yl group attached to a 5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione backbone. 1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione may have potential applications in various industries, including pharmaceuticals and chemistry, due to its distinctive properties and structure. It is also of interest for research purposes, and further studies may be conducted to explore its full potential and effects.

Uses

Used in Pharmaceutical Industry:
1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione is used as a pharmaceutical compound for its potential therapeutic properties. Its unique structure may contribute to the development of new drugs or treatments for various medical conditions.
Used in Chemical Industry:
1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione is used as a chemical intermediate or reagent in various chemical processes. Its distinctive molecular structure may enable the synthesis of new compounds or the improvement of existing chemical reactions.
Used in Research and Development:
1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenan threne-3,4-dione is used as a subject of research to fully understand its potential uses and effects. Further studies may reveal new applications and benefits of this compound in various fields.

InChI:InChI=1/C20H28O3/c1-11(2)14-16(21)12-7-8-13-19(3,4)9-6-10-20(13,5)15(12)18(23)17(14)22/h11,13,21H,6-10H2,1-5H3/t13-,20-/m0/s1

Upstream product

• 37867-05-3 (+/-)-11,12,14-Trimethoxy-3-oxopodocarpa-5,8,11,13-tetraen 
• 37867-10-0 (+/-)-11,12,14-Trimethoxy-podocarpa-8,11,13-trien 
• 60371-72-4 (4bR,8aR)-2-Isopropyl-1,3,4-trimethoxy-4b,8,8-trimethyl-4b,6,7,8,8a,10-hexahydro-5H-phenanthren-9-one 
• 130740-99-7 tert-Butyl-[2-(3-isopropyl-2,4,5-trimethoxy-phenyl)-1-(2,6,6-trimethyl-cyclohex-1-enyl)-ethoxy]-dimethyl-silane 
• 130741-02-5 Dithiocarbonic acid O-((4bR,8aR)-2-isopropyl-1,3,4-trimethoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-9-yl) ester S-methyl ester 
• 60371-73-5 (4bR,8aR)-2-Isopropyl-1,3,4-trimethoxy-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-9-ol 
• 130741-00-3 2-(3-Isopropyl-2,4,5-trimethoxy-phenyl)-1-(2,6,6-trimethyl-cyclohex-1-enyl)-ethanone 
• 59684-77-4 (+/-)-8-oxo-12-nordriman-11-acid methyl ester 
• 65754-79-2 (+/-)-methyl (1β,2β,4aα,8aβ)-2-hydroxy-decahydro-5,5,8a-trimethylnaphthalene-1-carboxylate 
• 132982-84-4 4,4,8a-trimethyl-Δ⁸-carbomethoxy-trans-octahydronaphthalene 
• 3437-84-1 isobutyroyl peroxide 
• 37867-13-3 (+/-)-12-Hydroxy-11,14-dioxopodocarpa-8,12-dien 
• 24279-02-5 (4aR,10aR)-7-Isopropyl-5,6,8-trimethoxy-1,1,4a-trimethyl-1,2,3,4,4a,9,10,10a-octahydro-phenanthrene 
• 68042-92-2 Methyl-11-amino-12-methoxy-dehydroabietat 

Downstream Products

• 1811-23-0 (+)-confertifoline 
• 4795-87-3 (+)-winterin 

Relevant articles and documents

Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE

Variously oxidized 12 natural abietanes, 6,7-dehydroferruginol methyl ether (3), ferruginol (5), 11-hydroxy-12-oxo-7,9(11),13-abietatriene (7), royleanone (9), demethyl cryptojaponol (12), salvinolone (14), sugiol methyl ether (16), sugiol (17), 5,6-dehyd

Atomatic Annulation Strategy for the Synthesis of Angularly-Fused Diterpenoid Quinones. Total Synthesis of (+)-Neocryptotanshinone, (-)-Cryptotanshinone, Tanshinone IIA, and (+/-)-Royleanone

The application of a photochemical aromatic annulation strategy in highly efficient total syntheses of several diterpenoid quinones isolated from the traditional Chinese medicine Dan Chen is reported.The pivotal step in each synthesis involves the assembly of the key tricyclic intermediate via the application of a recently developed "second generation" photochemical aromatic annulation method for the construction of highly substituted aromatic systems.In the total synthesis of neocryptotanchinone, the synthesis of the requisite diazo ketone anulation substrate 7 was achieved using paladium-mediated coupling reactions and an intramolecular Friedel-Crafts cyclization to form key carbon-carbon bonds.The pivotal aromatic annulation reaction was then accomplished by irradiating a solution of the diazo ketone 7 and the readily availabe siloxyalkyne 6 in benzene at room temperature.The desired tricyclic phenol 16 was produced in 58-65percent yield and was then converted to (+)-neocryptotanshinone (1) by treatment with tetra-n-butylammonium fluoride in the presence of oxygen.Cyclization to generate (-)-cryptotanshinone (2) was accomplished in high yield by brief exposure of 1 to an ethanolic solution of concentrated sulfuric acid, and dehydrogenation of 2 with DDQ furnished tanshinone IIA (3).As a further demonstration of the utility of the photochemical aromatic annulation strategy in the construction of angularly-fused diterpenes, the total synthesis of (+/-)-royleanone (4) was also investigated.Irradiation of a solution of the diazo ketone 18 and siloxyalkyne 25 produced the tricyclic intermediate 26, which was converted in two steps to royleanone by desilylation and oxidation.

ABIETANE TYPE DITERPENOIDS FROM SALVIA FRUTICULOSA. A REVISION OF THE STRUCTURE OF FRUTICULIN B

The structures of fruticulin A and its free phenol derivative, highly oxidized diterpene quinones isolated from Salvia fruticulosa, were determined by spectroscopic methods, chemical transformations and X-ray crystallographic analysis of one of them.The structure of fruticulin B is revised to a linear arrangement as a result of an X-ray diffraction analysis. - Keywords: Salvia fruticulosa; Labiatae; nor- and bisnor-abietane diterpenoids; fruticulins.