72581-69-2

Basic information

• Product Name: (1R)-6,6,9aβ-Trimethyl-1,3,5,5aα,6,7,8,9,9a,9bα-decahydronaphtho[1,2-c]furan-1α-ol
• Synonyms: (1R)-6,6,9aβ-Trimethyl-1,3,5,5aα,6,7,8,9,9a,9bα-decahydronaphtho[1,2-c]furan-1α-ol;(1R,5aS,9bR)-1,3,5,5a,6,7,8,9,9a,9b-Decahydro-6,6,9aβ-trimethylnaphtho[1,2-c]furan-1-ol;Isodrimeninol;Isodrimeniol
• CAS NO: 72581-69-2
• Molecular Formula: C15H24O2
• Molecular Weight: 236.34986
• Mol File: 72581-69-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R)-6,6,9aβ-Trimethyl-1,3,5,5aα,6,7,8,9,9a,9bα-decahydronaphtho[1,2-c]furan-1α-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R)-6,6,9aβ-Trimethyl-1,3,5,5aα,6,7,8,9,9a,9bα-decahydronaphtho[1,2-c]furan-1α-ol(72581-69-2)
• EPA Substance Registry System: (1R)-6,6,9aβ-Trimethyl-1,3,5,5aα,6,7,8,9,9a,9bα-decahydronaphtho[1,2-c]furan-1α-ol(72581-69-2)

Safety Data

• Hazardous Substances Data: 72581-69-2(Hazardous Substances Data)

Upstream product

• 34437-62-2 drimendiol 
• 276692-14-9 (1S,2S)-1-((1R,4aS,8aS)-2-Hydroxymethyl-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-3-methoxy-butane-1,2-diol 
• 102867-67-4 zamoranic acid methyl ester 
• 276692-06-9 (1R,4aS,8aS)-5,5,8a-Trimethyl-1-((E)-3-oxo-but-1-enyl)-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 276692-08-1 (1R,4aS,8aS)-1-[(2R,3R)-3-(1-Hydroxy-ethyl)-oxiranyl]-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 276692-13-8 (1S,5aS,9aS,9bR)-1-((R)-1-Hydroxy-2-methoxy-propyl)-6,6,9a-trimethyl-5,5a,6,7,8,9,9a,9b-octahydro-1H-naphtho[1,2-c]furan-3-one 
• 276692-05-8 (1R,4aS,8aS)-5,5,8a-Trimethyl-1-((1E,3E)-3-methyl-penta-1,3-dienyl)-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 276692-12-7 (1R,4aS,8aS)-1-[(2R,3R)-3-(1-Methoxy-ethyl)-oxiranyl]-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 102867-68-5 (1R,4aS,8aS)-1-((E)-5-Acetoxy-3-methyl-pent-3-enyl)-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-2-carboxylic acid methyl ester 
• 6754-20-7 Polygodial 
• 71558-04-8 [(1R,4aS,8aS)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-methanol 
• 87570-43-2 1-(2,6,6-Trimethyl-cyclohex-1-enyl)-2-trimethylsilanyl-ethanol 
• 71558-02-6 4,4,8a-trimethyl-7,8-dicarbomethoxy-trans-octahydronaphthalene 
• 71557-96-5 dimethyl 3,5,6,7,8,8a-hexahydro-5,5,8a-trimethylnaphthalene-1,2-dicarboxylate 

Downstream Products

• 2326-89-8 drimenin 
• 40140-24-7 (5aS,9aS)-6,6,9a-trimethyl-5a,6,7,8,9,9a-hexahydronaphtho[1,2-c]furan-1,4(3H,5H)-one 
• 220820-65-5 (5aS,9aS)-6,6,9a-trimethyl-5a,6,7,8,9,9a-hexahydronaphtho[2,1-c]furan-4(5H)-one 
• 2326-89-8 drimenin 

Relevant articles and documents

Structural requirements for the antifungal activities of natural drimane sesquiterpenes and analogues, supported by conformational and electronic studies

Seventeen drimanes including polygodial (1), isopolygodial (2), drimenol (3) and confertifolin (4) obtained from natural sources and the semi-synthetic derivatives 5-17 obtained from 1-3, were evaluated in vitro for antifungal properties against a unique panel of fungi with standardized procedures by using two end-points, MIC100 and MIC50. A SAR analysis of the whole series, supported by conformational and electronic studies, allowed us to show that the Δ7,8 -double bond would be one of the key structural features related to the antifungal activity. The MEPs obtained for active compounds exhibit a clear negative minimum value (deep red zone) in the vicinity of the Δ7,8 -double bond, which is not present in the inactive ones. Apart of this negative zone, a positive region (deep blue) appears in 1, which is not observed either in its epimer 2 nor in the rest of the active compounds. The LogP of active compounds varies between 2.33 and 3.84, but differences in MICs are not correlated with concomitant variations in LogP values.

Oxo Complexes of Ruthenium(VI) and (VII) as Organic Oxidants

Oxidation of a variety of saturated and unsaturated primary and secondary alcohols by tetraoxoruthenate(VI), 2-, tetraoxoruthenate(VII), -, barium trans-trioxodihydroxoruthenium(VI), trans-Ba, dioxotrichlororuthenate(VI), -, and dioxodichlorobipyridylruthenate(VI),, has been studied; 2- may be used catalytically in conjunction with 2- under basic aqueous conditions.For some of these systems, the oxidation of several aldehydes and amines were also examined.Both 2- and - oxidise primary alcohols to carboxylic acids and secondary alcohols to ketones; the reactivity of these reagents towards unsaturated alcohols was studied in particular.The new species and also cleanly oxidise a wide range of alcohols to aldehydes and ketones without attack of double bonds.Ba functions as a heterogeneous oxidant in dichloromethane, oxidising only the most reactive alcohols to aldehydes.