58207-39-9

Basic information

• Product Name: Myrrhine
• Synonyms: Myrrhine
• CAS NO: 58207-39-9
• Molecular Formula: C13H23 N
• Molecular Weight: 193.33
• Mol File: 58207-39-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Myrrhine(CAS DataBase Reference)
• NIST Chemistry Reference: Myrrhine(58207-39-9)
• EPA Substance Registry System: Myrrhine(58207-39-9)

Safety Data

• Hazardous Substances Data: 58207-39-9(Hazardous Substances Data)

Usage

Description

This alkaloid occurs in Myrrha octodecimguttata. The structure has been established by correlation with that of coccinelline.

References

Turschetal., Tetrahedron, 31,1541 (1975)

Upstream product

• 89959-71-7 (2α,3aβ,6aβ,9aβ)-dodecahydro-2-(hydroxymethyl)pyrido<2,1,6-de>quinolizine, methanesulfonate ester 
• 1130-59-2 dodecahydro-9b-bora-phenalene 
• 75509-51-2 (3aR,6aR,9aR)-2-[1-Dimethylamino-meth-(Z)-ylidene]-decahydro-pyrido[2,1,6-de]quinolizin-1-one 
• 75509-52-3 (2α,3aβ,6aα,9aα)-(+/-)-2-<(dimethylamino)-methyl>decahydropyrido<2,1,6-de>quinolizin-1(2H)-one 
• 75556-10-4 (3aα,6aβ,9aβ)-(+/-)-decahydropyrido<2,1,6-de>quinolizin-1(2H)-one 
• 75509-50-1 trans-(+/-)-1,2,3,3a,4,5,6,6a,7,8-decahydropyrido<2,1,6-de>quinolizine 
• 75556-08-0 (1α,3aβ,6aα,9aα)-(+/-)-dodecahydropyrido<2,1,6-de>quinolizin-1-ol 
• 138770-30-6 [(2R,4S,6S,9aS)-2-(tert-Butyl-dimethyl-silanyloxy)-6-ethoxycarbonylmethyl-octahydro-quinolizin-4-yl]-acetic acid ethyl ester 
• 138770-30-6 [(2S,6R,9aR)-2-(tert-Butyl-dimethyl-silanyloxy)-6-ethoxycarbonylmethyl-octahydro-quinolizin-4-yl]-acetic acid ethyl ester 
• 138770-27-1 (E)-(S)-6-((2R,6R)-6-Ethoxycarbonylmethyl-piperidin-2-yl)-5-hydroxy-hex-3-enoic acid ethyl ester 
• 138770-28-2 ((2S,6R,9aR)-6-Ethoxycarbonylmethyl-2-hydroxy-octahydro-quinolizin-4-yl)-acetic acid ethyl ester 
• 138770-26-0 (E)-4-((2S,3aR,7R)-7-Ethoxycarbonylmethyl-hexahydro-isoxazolo[2,3-a]pyridin-2-yl)-but-3-enoic acid ethyl ester 
• 138770-32-8 (3aS,5R,6aS,9aS)-5-(tert-Butyl-dimethyl-silanyloxy)-decahydro-pyrido[2,1,6-de]quinolizin-2-one 
• 138770-33-9 (2R,3aR,6aS,9aS)-2-(tert-Butyl-dimethyl-silanyloxy)-5-methylene-dodecahydro-pyrido[2,1,6-de]quinolizine 

Downstream Products

• 34290-97-6 myrrhine N-oxide 

Relevant articles and documents

Two-directional synthesis as a tool for diversityoriented synthesis: Synthesis of alkaloid scaffolds

Two-directional synthesis represents an ideal strategy for the rapid elaboration of simple starting materials and their subsequent transformation into complex molecular architectures. As such, it is becoming recognised as an enabling technology for divers

An intramolecular aza-[3 + 3] annulation approach to azaphenalene alkaloids. Total synthesis of myrrhine

A detailed account on the stereoselective total syntheses of azaphenalene alkaloids via an intramolecular aza-[3 + 3] annulation strategy is described here. All five members of the Coccinellidae family of defensive alkaloids were prepared from the same co

Nitrone Cycloaddition-based Entry to the Coccinelline Alkaloid Skeleton: Synthesis of (+/-)-epi-Hippodamine

Synthesis of intermediate 13 possessing the perhydropyridoquinolizine skeleton of the coccinelline alkaloids and conversion to epi-hippodamine 20 was accomplished with stereochemical control arising from a key cycloaddition reaction of nitrone 2 with ethyl hexa-3,5-dienoate.