STYLOPINE, (-)-(RG)(CALL)

Base Information

• Chemical Name: STYLOPINE, (-)-(RG)(CALL)
• CAS No.: 7461-02-1
• Molecular Formula: C₁₉H₁₇NO₄
• Molecular Weight: 323.348
• Mol file: 7461-02-1.mol

Synonyms:Chelidamine;TETRAHYDROCOPTISINE;DL-Stylopine;(+/-)stylopine;DL-Tetrahydrocoptisine;(RS)-Stylopine;Trahydocoptisine;(+/-)-7,8,13,13a-tetrahydrocoptisine;

Chemical Property of STYLOPINE, (-)-(RG)(CALL)

Chemical Property:

• Vapor Pressure: 7E-09mmHg at 25°C
• Melting Point: 221-222oC
• Boiling Point: 466.6°Cat760mmHg
• Flash Point: 142.5°C
• PSA: 40.16000
• Density: 1.47g/cm³
• LogP: 2.73740

Purity/Quality:

≥97% ^*data from raw suppliers

Tetrahydrocoptisine(NewProduct) 98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of STYLOPINE, (-)-(RG)(CALL)

There total 80 articles about STYLOPINE, (-)-(RG)(CALL) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

14-bromo-6,7,12b,13-tetrahydro-4H-[1,3]dioxolo[4,5-g][1,3]dioxolo[4',5':7,8]isoquino[3,2-a]isoquinoline (65826-53-1) → Stylopine (84-39-9,2884-83-5,4312-32-7,7461-02-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; chloroform; at 20 ℃; for 24h;

Reference yield: 86.0%

(±)-8-oxostylopine (76177-42-9) → Stylopine (84-39-9,2884-83-5,4312-32-7,7461-02-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.75h; Heating;

DOI:10.1021/jo982451w

Reference yield: 85.0%

coptisine chloride (6020-18-4) → Stylopine (84-39-9,2884-83-5,4312-32-7,7461-02-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00467-2

upstream raw materials:

rac-7-methyl-2,3;9,10-bis-methylenedioxy-berbinium; chloride

14-bromo-6,7,12b,13-tetrahydro-4H-[1,3]dioxolo[4,5-g][1,3]dioxolo[4',5':7,8]isoquino[3,2-a]isoquinoline

coptisine chloride

7,8-methylenedioxy-2-(3,4-methylenedioxyphenethyl)-1,2,3,4-tetrahydroisoquinolin-3-one

Downstream raw materials:

corydamine

coptisine chloride

protopine

Refernces

• 1、 -. "Berberine type alkaloid production (by machine translation)". Paragraph 0076. . Retrieved 2018/05/29.
• 2、 Zhou, Shiqiang,Tong, Rongbiao. "A General, Concise Strategy that Enables Collective Total Syntheses of over 50 Protoberberine and Five Aporhoeadane Alkaloids within Four to Eight Steps". supporting information. p. 7084 - 7089. Retrieved 2016/05/19.