78366-44-6

Basic information

• Product Name: dihydrocompactin
• Synonyms: dihydrocompactin
• CAS NO: 78366-44-6
• Molecular Formula: C23H36O5
• Molecular Weight: 392.52894
• Mol File: 78366-44-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 529.4°C at 760 mmHg
• Flash Point: 175.2°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 2.04E-13mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: dihydrocompactin(CAS DataBase Reference)
• NIST Chemistry Reference: dihydrocompactin(78366-44-6)
• EPA Substance Registry System: dihydrocompactin(78366-44-6)

Safety Data

• Hazardous Substances Data: 78366-44-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H36O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h8-9,14-20,22,24H,4-7,10-13H2,1-3H3/t14-,15?,16+,17+,18+,19?,20-,22?/m0/s1

Upstream product

• 136967-16-3 methyl (1R*,2S*,4aS*,8R*,8aS*)-8-(tert-butyldimethylsiloxy)-2-methyl-4-oxodecahydronaphthalene-1-carboxylate 
• 853193-44-9 (R,6Z,12E,14E)-1,3-bis((trimethylsilyl)oxy)hexadeca-6,12,14-trien-8-one 
• 853193-67-6 (9E,11E)-1-((R)-2,2-Dimethyl-[1,3]dioxan-4-yl)-trideca-9,11-dien-3-yn-5-one 
• 853193-66-5 (9E,11E)-1-((R)-2,2-Dimethyl-[1,3]dioxan-4-yl)-trideca-9,11-dien-3-yn-5-ol 
• 853193-52-9 (4aR,7S,8S,8aS)-8-((R)-3,5-Dihydroxy-pentyl)-7-methyl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-one 
• 853193-65-4 (R)-4-But-3-ynyl-2,2-dimethyl-[1,3]dioxane 
• 853193-48-3 (S)-2-Methyl-butyric acid (1S,4aR,7S,8S,8aS)-8-[(R)-3-(2-bromo-acetoxy)-5-oxo-pentyl]-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 
• 90344-22-2 (S)-2-Methyl-butyric acid (1S,4aR,7S,8S,8aS)-8-{2-[(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 
• 143112-46-3 3,5-Dihydroxy-7-[(1S,2S,4aR,8S,8aS)-2-methyl-8-((S)-2-methyl-butyryloxy)-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-heptanoic acid methyl ester 
• 137445-70-6 (R)-3-Hydroxy-7-[(1S,2S,4aR,8S,8aS)-2-methyl-8-((S)-2-methyl-butyryloxy)-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl]-5-oxo-heptanoic acid 4-nitro-phenyl ester 
• 137470-80-5 {2-[(1S,4aR,7S,8S,8aS)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yloxymethyl]-phenyl}-methanol 
• 137445-62-6 (S)-1-(tert-Butyl-diphenyl-silanyloxy)-7-(5,9-dihydro-6,8-dioxa-benzocyclohepten-7-yl)-hept-2-yn-4-ol 
• 137445-60-4 (1S,2S,4aR,8S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-8-hydroxy-2-methyl-1-naphthalenemethanol 
• 137445-64-8 (E)-(R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(5,9-dihydro-6,8-dioxa-benzocyclohepten-7-yl)-2-methyl-oct-4-enoic acid methyl ester 

Relevant articles and documents

Remote asymmetric induction in an intramolecular ionic Diels-Alder reaction: Application to the total synthesis of (+)-dihydrocompactin

The total synthesis of (+)-dihydrocompactin via an intramolecular ionic Diels-Alder reaction that proceeds with remote stereocontrol is described. This reaction proceeds by an intermediate vinyl-oxocarbenium ion (6), the conformational constraints of whic

Total synthesis of (+)-Dihydrocompactin

-

Total Synthesis of (+)-Dihydrocompactin

The potent hypocholesterolemic agent (+)-dihydrocompactin was synthesized by union of the masked lactone 5, ultimately derived from a carbohydrate precursor with the requisite absolute configuration, and hydronaphthalene 10, which was obtained from maleic