56435-44-0

Usage

Uses

1. Used in Pharmaceutical Industry:
(-)-YENHUSOMIDINE is used as a pharmaceutical compound for its potential therapeutic applications. Its isolation from Corydalis ochotensis and structural elucidation suggest that it may have bioactive properties that can be harnessed for the development of new drugs.
2. Used in Research and Development:
(-)-YENHUSOMIDINE serves as a valuable compound in the field of research and development, particularly in the study of natural products and their potential applications in medicine. Its unique structure and origin from Corydalis ochotensis make it an interesting subject for further investigation and potential drug discovery.
3. Used in Drug Synthesis:
(-)-YENHUSOMIDINE can be utilized in the synthesis of new drugs, taking advantage of its spiroisoquinoline structure and the knowledge gained from its isolation and characterization. This may lead to the development of novel therapeutic agents with improved efficacy and reduced side effects.
4. Used in Analytical Chemistry:
The chemical and spectroscopic methods used to establish the structure of (-)-YENHUSOMIDINE can be applied to other similar compounds, making it a valuable reference in the field of analytical chemistry. This can help in the identification and characterization of other natural products with potential pharmaceutical applications.

References

Lu et aZ., Heterocycles, 3, 301 (1975) Irie et aZ., ibid, 4, 1083 (1976)

Upstream product

• 16620-96-5 2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 33742-75-5 indeno[4,5-d][1,3]dioxole-6,7,8-trione 8-hydrate 
• 50-00-0 formaldehyd 
• 122480-70-0 C₂₂H₂₅NO₇ 
• 50506-19-9 2'-formyl-8t-hydroxy-6',7'-bis-methoxycarbonyloxy-3',4'-dihydro-8H,2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-6-one 
• 71622-44-1 2'-formyl-8t-hydroxy-6',7'-dimethoxy-3',4'-dihydro-8H,2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-6-one 
• 64361-53-1 8t-hydroxy-6',7'-dimethoxy-3',4'-dihydro-8H,2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-6-one 
• 62-31-7 dopamine hydrochloride 
• 64395-09-1 8-oxo-6,8-dihydro-furo[3',4':3,4]benzo[1,2-d][1,3]dioxole-6-carboxylic acid (3,4-dimethoxy-phenethyl)-methyl-amide 
• 71622-64-5 8-bromo-8H-indeno[4,5-d][1,3]dioxole-6,7-dione 
• 102327-37-7 protoberberine 
• 122480-68-6 phenolbetaine 
• 122480-69-7 C₂₂H₂₃NO₇ 
• 71622-50-9 2,3-dimethoxy-(4brN,10cc)-14,15-dihydro-10cH-[1,3]dioxolo[4'',5'':6',7']indeno[2',1':4,5]oxazolo[4,3-a]isoquinolin-5-one 

Relevant academic research and scientific papers

γ-Alkoxylactones as Autounmasking Synthons for a One-step Construction of 1,3-Oxygenated Cyclopentanes. Synthesis of Fredericamycin A Core and Spirobenzylisoquinoline Alkaloids

Reaction of γ-alkoxyphthalide 7a with 3-indenyllithium leads to fredericamycin A core compound 5, whereas condensation of methylenedioxyphthalide 7b or 8 with lithiated N-methyltetrahydroisoquinoline-BF3 complex 9 affords spirobenzylisoquinoline alkaloids raddeanine 12, corydaine 13 and yenhusomidine 13.

INVERSION OF A HYDROXYL GROUP BY THE NEIGHBORING-GROUP PARTICIPATION OF A URETHANE--A GENERAL AND STERESELECTIVE SYNTHESIS OF (+/-)-RADDEANONE, (+/-)-YENHUSOMIDINE, AND RELATED SPIROBENZYLISOQUINOLINE ALKALOIDS

(+/-)-Raddeanone (1) was stereoselectively synthesized from the corresponding protoberberine (5) via the ketal (17) in four steps.Inversion of a hydroxyl group in the ketal (17) was realized by the neighboring-group participation of a urethane to afford the diastereomeric ketal (22), which was easily converted to (+/-)-yenhusomidine (3).These alkaloids (1 and 3) were converted to (+/-)-raddeanine (18), (+)-raddeanidine (20), and (+/-)-yenhusomine (25).KEYWORDS--spirobenzylisoquinoline alkaloid; protoberberine; raddeanone; yenhusomidine; raddeanine; raddeanidine; yenhusomine; neighboring-group participation; urethane