10308-13-1

Usage

Uses

1. Used in Pharmaceutical Industry:
Vertine【alkaloid】 is used as a pharmaceutical compound for its potential therapeutic properties. The expression is: Vertine【alkaloid】 is used as a pharmaceutical compound for its potential therapeutic properties.
2. Used in Chemical Research:
Vertine【alkaloid】 serves as a valuable compound in chemical research, particularly in the study of alkaloids and their derivatives. The expression is: Vertine【alkaloid】 is used as a research compound for the study of alkaloids and their derivatives.
3. Used in Drug Synthesis:
Vertine【alkaloid】 can be utilized in the synthesis of other pharmaceutically active compounds, such as Decamine, which can be obtained through catalytic hydrogenation. The expression is: Vertine【alkaloid】 is used as a starting material for the synthesis of other pharmaceutically active compounds, such as Decamine.
4. Used in Quality Control and Standardization:
Vertine【alkaloid】 can be employed as a reference compound for quality control and standardization in the pharmaceutical industry, ensuring the consistency and purity of related products. The expression is: Vertine【alkaloid】 is used as a reference compound for quality control and standardization in the pharmaceutical industry.
5. Used in Toxicological Studies:
Vertine【alkaloid】 may be used in toxicological studies to evaluate its safety profile and potential side effects, contributing to the development of safe and effective drugs. The expression is: Vertine【alkaloid】 is used in toxicological studies to evaluate its safety profile and potential side effects.
6. Used in Analytical Chemistry:
Vertine【alkaloid】 can be utilized as a reference standard in analytical chemistry for the development and validation of analytical methods, such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS). The expression is: Vertine【alkaloid】 is used as a reference standard in analytical chemistry for the development and validation of analytical methods.

References

Ferris., 1. Org. Chern., 27, 2985 (1962)

Upstream product

• 186581-53-3 diazomethane 
• 30356-01-5 Demethylvertine 
• 639458-43-8 (S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 199942-74-0 (S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 121169-17-3 3-iodo-4-(methoxymethoxy)benzaldehyde 
• 60032-63-5 4-hydroxy-3-iodo-benzaldehyde 
• 1007600-14-7 N-acetyl-L-leucine (S)-2-piperidineethanol 
• 1393603-59-2 (4S,9aS)-hexahydro-4-(2-(2'-tert-butyldimethylsiloxy-5'-vinylphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-58-1 (4S,9aS)-hexahydro-4-(2-(2'-tert-butyldimethylsiloxy-5'-carboxaldehyphenyl)-4,5dimethoxy-phenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-56-9 (4S,9aS)-hexahydro-4-(2-(2'-hydroxy-5'-carboxaldehyphenyl)-4,5-dimethoxy-phenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-55-8 (4S,9aS)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2yl-acrylate 
• 1393603-54-7 (4S,9aS)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-53-6 (4S,9aS)-hexahydro-4-(2-(2'-methoxymethoxy-5'-methanolphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-ol 
• 1393603-52-5 (4S,9aS)-hexahydro-4-(2-(2'-methoxymethoxy-5'-carboxaldehyphenyl)-4,5-dimethoxyphenyl)-1H-quinolizin-2(6H)-one 

Downstream Products

• 76193-25-4 12,13-dihydro-17-hydroxy-13(S),22,23-trimethoxylythran-11-one 
• 76193-27-6 12,13-dihydro-17,22,23-trimethoxy.13(S)-hydroxylythran-11-one 
• 76193-24-3 dihydro-13(S),17,22,23-tetramethoxylythran-11-one 
• 28457-84-3 17,22,23-trimethoxylythran-11-one 

Relevant academic research and scientific papers

Asymmetric Total Synthesis of Biphenylquinolizidine Alkaloids 4″- O-Demethyllythridine and 14- epi-4″- O-Demethyllythridine

The first asymmetric total synthesis of new biphenylquinolizidine alkaloids 4″-O-demethyllythridine and 14-epi-4″-O-demethyllythridine isolated from Heimia salicifolia was accomplished. The key steps in the synthesis were a copper(I)-catalyzed asymmetric intramolecular aza-Michael reaction to build a chiral 4-arylquinolizidine unit and an intramolecular Suzuki-Miyaura cross-coupling reaction to construct a macrolactone ring comprising a biphenyl moiety.

Asymmetric synthesis of (+)-vertine and (+)-lythrine

The total syntheses of the Lythracea alkaloids (+)-vertine and (+)-lythrine are described. Enantioenriched pelletierine is used as a chiral building block and engaged into a two step pelletierine condensation leading to two quinolizidin-2-one diastereomers in a 8:1 ratio. The major product is used in the synthesis of (+)-vertine via aryl-aryl coupling and ring closing metathesis to provide a Z-alkene α to the lactone carbonyl function. The same procedure was used for (+)-lythrine after base induced epimerization of the main quinolizidin-2-one diastereomer. Alternative classical ring closure strategies like macrolactonisation or aryl-aryl coupling failed.

ALKALOIDS OF HEIMIA MONTANA

The alkaloid composition of the little known Heimia species, H. montana has been determined.A new alkaloid, demethylvertine, has been isolated from this species and a close biogenetic correlation with other members of the genus has been established.Differences in alkaloid metabolism among the three species of Heimia have been demonstrated.