65027-00-1

Basic information

• Product Name: (16alpha,17beta)-17-{(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl}androst-5-ene-3,16-diol
• CAS NO: 65027-00-1
• Molecular Formula: C₂₇H₄₅NO₂
• Molecular Weight: 415.6517
• Mol File: 65027-00-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 544.2°C at 760 mmHg
• Flash Point: 59°C
• Density: 1.09g/cm³
• Vapor Pressure: 4.09E-14mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: (16alpha,17beta)-17-{(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl}androst-5-ene-3,16-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (16alpha,17beta)-17-{(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl}androst-5-ene-3,16-diol(65027-00-1)
• EPA Substance Registry System: (16alpha,17beta)-17-{(1S)-1-[(2R,5S)-5-methylpiperidin-2-yl]ethyl}androst-5-ene-3,16-diol(65027-00-1)

Safety Data

• Hazardous Substances Data: 65027-00-1(Hazardous Substances Data)

Upstream product

• 546-40-7 (25S)-3β-hydroxy-22βN-spirosol-5-ene 
• 129938-50-7 (22R,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16α-diol 
• 4847-09-0 (3S,8S,9S,10R,13S,14S,17R)-17-[(S)-1-((2S,5S)-1-Chloro-5-methyl-piperidin-2-yl)-ethyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol 
• 35410-24-3 (22R,25S)-22,26-Epiminocholest-5-ene-3β,16β-diol 
• 1176-36-9 (3S,8S,9S,10R,13S,14S,17R)-10,13-Dimethyl-17-[(S)-1-((2S,5S)-5-methyl-piperidin-2-yl)-ethyl]-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol 
• 129850-54-0 (22R,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 
• 129850-53-9 (22S,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16β-diol 
• 129939-91-9 (22S,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 

Downstream Products

• 29271-49-6 Etioline 
• 65027-01-2 deacetylmuldamine 
• 129938-50-7 (22R,25S)-N-Benzyloxycarbonyl-22,26-epiminocholest-5-ene-3β,16α-diol 
• 129850-54-0 (22R,25S)-N-Benzyloxycarbonyl-22,26-epimino-3β-hydroxycholest-5-en-16-one 

Relevant articles and documents

Partial Synthesis of the Steroid Alkaloids Teinemine, 22-Isoteinemine, Etioline, and 25-Isoetioline

The rare 16α-hydroxylated steroid alkaloids teinemine , 22-isoteinemine , etioline , and 25-isoetioline are synthesized from the abundant spirosolane alkaloids tomatid-5-en-3β-ol and solasodine , respectively.The crucial stages of these syntheses are the conversion of 1 or 15 into the N-protected (22S,25S)-, (22R,25S)-, and (22S,25R) -22,26-epimino-3β-hydroxycholest-5-en-16-ones 6, 7, and 18 as well as their reductions with sodium/2-propanol to the 16α-hydroxy compounds teinemine (8), 22-isoteinemine (10), and (22S,25R)-22,26-epiminocholest-5-ene-3β,16α-diol (19), respectively.By treatment with sodium methanolate the N-chloro derivatives 9 and 11 of 8 and 10 afford etioline (12).In an analogous manner, the N-chloro derivative 20 of 19 is converted into 25-isoetioline (21).