82251-59-0

Basic information

• Product Name: dehydrooogoniol
• Synonyms: dehydrooogoniol
• CAS NO: 82251-59-0
• Molecular Formula: C29H46O5
• Molecular Weight: 474.6725
• Mol File: 82251-59-0.mol

Chemical Properties

• Boiling Point: 644.4°Cat760mmHg
• Flash Point: 357.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 2.5E-19mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: dehydrooogoniol(CAS DataBase Reference)
• NIST Chemistry Reference: dehydrooogoniol(82251-59-0)
• EPA Substance Registry System: dehydrooogoniol(82251-59-0)

Safety Data

• Hazardous Substances Data: 82251-59-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C29H46O5/c1-16(2)18(9-11-30)7-6-17(3)21-14-23(33)26-25-22(32)13-19-12-20(31)8-10-28(19,4)27(25)24(34)15-29(21,26)5/h9,13,16-17,20-21,23-27,30-31,33-34H,6-8,10-12,14-15H2,1-5H3/b18-9+/t17-,20+,21-,23-,24-,25+,26+,27+,28+,29-/m1/s1

Upstream product

• 86835-73-6 C₃₉H₆₄O₆Si 
• 125631-97-2 C₃₃H₄₆O₉ 
• 118214-77-0 3-(1,3-dioxolan-2-yl)-4-methylpentyl bromide 
• 382-45-6 adrenosterone 
• 86835-77-0 15β-acetoxy-3β,11α,29-trihydroxystigmasta-5,24(28)(E)-dien-7-one 
• 125631-97-2 C₃₃H₄₆O₉ 
• 129956-84-9 (24E)- and (24Z)-3β,11α,15β-triacetoxystigmasta-5,24(28)-dien-28-nitrile 
• 125631-96-1 Formic acid (3S,8S,9S,10R,11R,13R,14S,15R,17R)-11,15-diformyloxy-17-((E)-(R)-6-formyloxy-4-isopropyl-1-methyl-hex-4-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 
• 86835-75-8 (24E)- and (24Z)-3β,11α,15β,29-tetrahydroxystigmasta-5,24(28)-diene 
• 118319-84-9 3β-(t-butyldimethylsilyloxy)-15β,16β-epoxyandrost-5-en-11,17-dione 
• 129956-79-2 3β-(t-butyldimethylsilyloxy)-15β-hydroxy-24-ethylenedioxy-cholesta-5,16-dien-11-one 
• 129956-83-8 3β,11α,15β-triacetoxycholest-5-en-24-one 
• 129956-80-5 3β-(t-butyldimethylsilyloxy)-15β-hydroxy-24-ethylenedioxycholest-5-en-11-one 
• 129956-81-6 3β-(t-butyldimethylsilyloxy)-11α,15β-dihydroxy-24-ethylenedioxycholest-5-ene 

Relevant articles and documents

Synthesis of dehydro-oogoniol and oogoniol: The adrenosterone route

Dehydro-oogoniol(3β, 11α, 15β,29-tetrahydroxystigmasta-5,24(28)(E)-dien-7-one), a female-activating hormone of the water mold Achlya, has been synthesized from 4-androstene-3,11,17-trione by a series of highly stereoselective reactions. One of these involved 1,4-addition of the magnesium cyanocuprate derivative of 3-(1,3-dioxolan-2-yl)-4-methylpentyl bromide to 3β-hydroxy-15β,16β-epoxy-11-oxo-(17E)-pregna -5, 17(20)-diene 3-tert -butyidimethylsilyl ether. The structure of an intermediate, 3β,11 β,15β-triacetoxy-5-cholesten-24-one, was confirmed by X-ray crystallographic analysis. Oogoniol [(24R)-3β,11α,15β,29-tetrahydroxy-stigmast-5-en-7-one] was synthesized in a similar manner by reaction of the magnesium cyanocuprate of (S)-3-(1-methylethyl)-5-[(tert-butyldimethylsilyl)oxy]pentyl bromide with the above epoxy pregnadiene.