386285-44-5

Basic information

• Product Name: (2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine
• Synonyms: (2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine
• CAS NO: 386285-44-5
• Molecular Weight: 291.39
• Mol File: 386285-44-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine(386285-44-5)
• EPA Substance Registry System: (2R,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine(386285-44-5)

Safety Data

• Hazardous Substances Data: 386285-44-5(Hazardous Substances Data)

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1384454-08-3 C₁₇H₂₃NO₂ 
• 1384454-07-2 C₁₄H₂₀NO₂⁽¹⁺⁾*ClO₄^(1-) 
• 110-89-4 piperidine 
• 1261218-25-0 5-chloro-N-[1-(3,4-dimethoxyphenyl)but-3-ynyl]pentanamide 
• 221664-11-5 (4S,9aS)-4-(3,4-dimethoxyphenyl)hexahydro-1H-quinolizin-2(6H)-one 
• 1005325-85-8 C₂₅H₂₈ClNO₅ 
• 386285-40-1 (S)-4-(3,4-dimethoxyphenyl)-2-oxo-3,4,6,7,8,9-hexahydro-2H-quinolizine-1-carboxylic acid ethyl ester 
• 167887-40-3 methyl (3S)-3-amino-3-(3,4-dimethoxyphenyl)propanoate 
• 90642-54-9 ethyl 7-iodo-2-heptynoate 
• 645389-99-7 (2S,4R)-(+)-4-triisopropylsiloxy-2-(4'-N,O-di(benzyloxycarbonyl)hydroxylaminobutyl)cyclopentan-1-one 
• 645390-11-0 (3R)-5-(4'-benzyloxy-1'-hydroxybutyl)-3-triisopropylsiloxycyclopentanone 
• 645389-93-1 (3R)-(+)-5-(4'-benzyloxybutylidene)-3-triisopropylsiloxycyclopentanone 
• 645389-97-5 (3R,5S)-(+)-5-(4'-azidobutyl)-3-triisopropylsiloxycyclopentanone 

Downstream Products

• 68681-73-2 (-)-(2S,4S,9aS)-2-hydroxy-4-(3,4-dimethoxyphenyl)-decahydroquinolizidine 

Relevant articles and documents

Total synthesis of (±)-decinine via an oxidative biaryl coupling with defined axial chirality

The total synthesis of (±)-decinine has been achieved. The key steps in the synthesis involved the formation of lasubine II via a gold catalyzed annulation of 1-(but-3-yn-1-yl)piperidine and the formation of the 12-membered ring of decinine (1) with complementary atropselectivity via a VOF 3-mediated oxidative biaryl coupling reaction.

A modular, efficient, and stereoselective synthesis of substituted piperidin-4-ols

The pied piper-idinol of Hamelin: The one-pot synthesis of piperidin-4-ols by sequential gold-catalyzed cyclization, chemoselective reduction, and spontaneous Ferrier rearrangement has a broad substrate scope and shows excellent diastereoselectivity in th

Stereoselective synthesis of quinolizidine alkaloids: (-)-Lasubin II

Based on a higly diastereoselective Mannich reaction of N-(3,4-dimethoxybenzylidene) 2,3,4,6-tetra-O-pivaloyl-β-D- galactopyranosylamine 3 with the Danishefsky diene the quinolizidine alkaloid lasubin II was synthesized in enantiomerically pure form in six steps.