24181-64-4

Usage

Uses

1. Used in Pharmaceutical Industry:
Ochrobirine is used as a pharmaceutical compound for its potential therapeutic applications. The expression is: Ochrobirine is used as a pharmaceutical compound for its potential therapeutic applications.
2. Used in Chemical Research:
Ochrobirine is used as a subject of study in chemical research to understand its properties, structure, and potential interactions with other compounds. The expression is: Ochrobirine is used as a subject of study in chemical research for understanding its properties, structure, and potential interactions with other compounds.
3. Used in Synthesis of Optically Active Forms:
Ochrobirine is used in the synthesis of its optically active form, which can be beneficial for various applications in the pharmaceutical and chemical industries. The expression is: Ochrobirine is used in the synthesis of its optically active form for potential applications in the pharmaceutical and chemical industries.

References

Manske., Can. J. Res., 18B, 75 (1940)Total synthesis: Kametani, Hibino, Takano., Chern. Cornrnun., 925 (1971)

Upstream product

• 84229-91-4 7,8,6',8'-tetrahydro-6H-(7'rN)-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6't,8'c-diol 
• 74-88-4 methyl iodide 
• 24181-66-6 (+/-)-sibiricine 
• 99132-03-3 C₂₀H₁₅NO₆ 
• 99132-04-4 C₂₁H₁₉NO₇ 
• 99132-05-5 C₂₁H₂₁NO₇ 
• 96860-74-1 Protoberberine 
• 84229-86-7 C₁₉H₁₃NO₅ 
• 3486-66-6 coptisine 
• 2086-83-1 berberine 
• 50506-18-8 8t-bromo-2'-formyl-6',7'-bis-methoxycarbonyloxy-3',4'-dihydro-8H,2'H-(7rN)-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinolin]-6-one 
• 50506-19-9 2'-formyl-8c-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 
• 38699-86-4 5-bromo-indeno[4,5-d][1,3]dioxole-6,7,8-trione 7-hydrate 
• 38699-87-5 5'-bromo-7,8-dihydro-6H-spiro[[1,3]dioxolo[4,5-g]isoquinoline-5,7'-indeno[4,5-d][1,3]dioxole]-6',8'-dione 

Relevant academic research and scientific papers

A NOVEL AND HIGHLY STEREOSELECTIVE SYNTHESIS OF (+/-)-SIBIRICINE

A novel and stereoselective synthesis of (+/-)-sibiricine (1), a spirobenzylisoquinoline alkaloid, from the corresponding protoberberine (3) was developed using photo-oxygenation and photo-isomerization.

TRANSFORMATION OF PROTOBERBERINES INTO SPIROBENZYLISOQUINOLINES. STEREOSELECTIVE CONVERSION OF COPTISINE INTO (+/-)-OCHROBIRINE

Reduction of the 8,14-cycloberbin-13-one (7a), derived from coptisine, (6a), with LiAlH(OBut)3 gave stereoselectively the alcohol (8a) which was subsequently treated with ethyl chloroformate to afford the oxazolidinone (10a).Hydrolysis of 10a followed by methylation with methyl iodide provided (+/-)-ochrobirine (1a).KEYWORDS - ochrobirine, spirobenzylisoquinoline alkaloid; coptisine; berberine; protoberberine alkaloid; stereoselective reduction; ethyl chloroformate; regioselectivce C8-N bond cleavage; stereoselective transformation

STRUCTURE OF LEDERINE

The new spirobenzylisoquinoline base lederine with mp 208-209 deg C (methanol), D +13 deg (c 0.84; chloroform) has been isolated from Corydalis ledebouriana Kar et Kir and Dicentra peregrina (Rudolphi) Fedde.Its structure has been established om the basis of spectral characteristics and chemical reactions.