82799-05-1

Basic information

• Product Name: 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene
• CAS NO: 82799-05-1
• Molecular Weight: 302.457
• Mol File: 82799-05-1.mol

Chemical Properties

• CAS DataBase Reference: 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene(82799-05-1)
• EPA Substance Registry System: 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene(82799-05-1)

Safety Data

• Hazardous Substances Data: 82799-05-1(Hazardous Substances Data)

Upstream product

• 213817-06-2 2-((E)-(1S,3R,5R,12S)-1,5,9-Trimethyl-4-oxa-tricyclo[10.3.0.0^3,5]pentadeca-8,13-dien-13-yl)-propan-2-ol 
• 82798-98-9 13-Keto-1(S),11(R)-dolabell-3(E),7(E),12⁽¹⁸⁾-triene 
• 213816-61-6 ethyl (1R,2S,3R,4S)-3-((S)-2,2-dimethyl[1,3]dioxolan-4-yl)-1-methoxymethoxy-2-methyl-5-oxobicyclo[2.2.1]heptane-2-carboxylate 
• 213816-71-8 (E)-{5-benzenesulfonyl-5-[(1R,2R,5S)-2-(benzyloxy)methyl-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-3-cyclopentenyl]-3-methyl-2-pentenyloxy}-tert-butyldimethylsilane 
• 213816-76-3 (2R,3R)-3-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-3-pentenyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-2-cyclopentenylmethyl]-2-methyloxiranylmethyl methanesulfonate 
• 213816-75-2 (E)-4-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-pent-3-enyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclopent-2-enyl]-2-methyl-but-2-enoic acid ethyl ester 
• 213816-77-4 (1R,3R,5R,12R,13S)-(E)-7-benzenesulfonyl-1,5,9-trimethyl-13-(2-methyl-1,3-dioxolan-2-yl)-4-oxatricyclo[10.3.0.0^3,5]pentadeca-8,14-diene 
• 213817-02-8 {(2R,3R)-3-[(1R,4S,5R)-5-((E)-5-Benzenesulfonyl-3-methyl-pent-3-enyl)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclopent-2-enylmethyl]-2-methyl-oxiranyl}-methanol 
• 213816-63-8 [(1S,2S,4R,5R,6R)-5-benzyloxymethyl-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-methoxymethoxy-5-methylbicyclo[2.2.1]hept-2-yloxy]-tert-butyldimethylsilane 
• 213816-74-1 ethyl (E)-4-[(1R,4S,5R)-5-[(E)-5-(tert-butyldimethylsilanyloxy)-3-methyl-3-pentenyl]-1-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-2-cyclopentenyl]-2-methyl-2-butenoate 
• 213817-00-6 (E)-4-[(1R,4S,5R)-5-((E)-5-benzenesulfonyl-3-methyl-3-pentenyl)-1-methyl-4-(2-methyl[1,3]dioxolan-2-yl)-2-cyclopentenyl]-2-methyl-2-buten-1-ol 
• 213816-98-9 (E)-2-Methyl-4-[(1R,4S,5R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-5-((E)-3-methyl-5-phenylsulfanyl-pent-3-enyl)-cyclopent-2-enyl]-but-2-enoic acid ethyl ester 
• 213816-69-4 2-((1S,4R,5S)-5-benzenesulfonylmethyl-4-(benzyloxy)methyl-4-methylcyclopent-2-enyl)-2-methyl-1,3-dioxolane 
• 213816-78-5 2-((1S,3R,5R,12S)-(E)-7-benzenesulfonyl-1,5,9-trimethyl-4-oxatricyclo[10.3.0.0^3,5]pentadeca-8,13-dien-13-yl)propan-2-ol 

Downstream Products

• 117856-25-4 4-Bromo-benzoic acid (E)-(1S,3R,5R,12S,14R)-13-isopropylidene-1,5,9-trimethyl-4-oxa-tricyclo[10.3.0.0^3,5]pentadec-8-en-14-yl ester 
• 117856-25-4 4-Bromo-benzoic acid (E)-(1S,3R,5R,12S,14S)-13-isopropylidene-1,5,9-trimethyl-4-oxa-tricyclo[10.3.0.0^3,5]pentadec-8-en-14-yl ester 

Relevant articles and documents

Total synthesis of dolabellane diterpenoid claenone

Marine dolabellane diterpenoid claenone (1) was synthesized from D- mannitol. This synthesis involves the formation of bicyclo[2.2.1] heptane derivative 4a by sequential Michael reaction, the formation of cyclopentane derivative 9 by retro-aldol reaction

Dolabellane-type diterpenoids with antiprotozoan activity from a southwestern caribbean gorgonian octocoral of the genus Eunicea

Ten new diterpenes, 1-10, having a dolabellane skeleton were isolated from a Colombian gorgonian coral of the genus Eunicea. Their structures, as well as those of known compounds 11-18, were determined on the basis of spectroscopic analysis and, in some instances, by chemical conversion and X-ray crystallographic analysis. The absolute structure of 7 was established by chemical conversion from 11, a co-occurring dolabellane congener of known absolute structure. Most of these diterpenoids showed antimalarial activity against the protozoan parasite Plasmodium falciparum.

Total synthesis of the dolabellane marine diterpenoids, claenone, palominol and dolabellatrienone

The synthesis of marine dolabellane diterpenoids claenone, palominol and dolabellatrienone was conducted from D-mannitol. In each case, formation of the bicyclo[2.2.1]heptane derivative by sequential Michael reaction, preparation of the tetrasubstituted c