(1'S)-6',7-Oxy-6-methoxy-2,2'-dimethyloxyacanthan-12'-ol

Base Information

• Chemical Name: (1'S)-6',7-Oxy-6-methoxy-2,2'-dimethyloxyacanthan-12'-ol
• CAS No.: 26279-88-9
• Molecular Formula: C₃₅H₃₄N₂O₅
• Molecular Weight: 562.665
• Mol file: 26279-88-9.mol

Synonyms:Cocsuline(8CI); Oxyacanthan-12'-ol, 6',7-epoxy-6-methoxy-2,2'-dimethyl-, (1'a)-;2H-22,26-Epoxy-1,24:12,15-dietheno-6,10-metheno-16H-pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline,oxyacanthan-12'-ol deriv.; (+)-Cocsuline; (+)-Efirine; (+)-Trigilletine;2H-22,26-Epoxy-1,24:12,15-dietheno-6,10-metheno-16H-pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinolin-9-ol,3,4,4a,5,16a,17,18,19-octahydro-21-methoxy-4,17-dimethyl-, [4aS-(4aR*,16aR*)]-;Cocsulin; Efirine; Trigilletine

Chemical Property of (1'S)-6',7-Oxy-6-methoxy-2,2'-dimethyloxyacanthan-12'-ol

Chemical Property:

• Melting Point: 272-274 °C
• PKA: 9.42±0.20(Predicted)
• PSA: 63.63000
• Density: 1.272±0.06 g/cm3(Predicted)
• LogP: 6.82370

Purity/Quality:

Cocsulin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Also recently isolated from Triclisia species, this isotrilobine alkaloid has been shown to be the O-methyl ether of the preceding base.
• Uses: Cocsulin is used in biological studies as inducers of C/EBPα tumor cells.

Technology Process of (1'S)-6',7-Oxy-6-methoxy-2,2'-dimethyloxyacanthan-12'-ol

There total 3 articles about (1'S)-6',7-Oxy-6-methoxy-2,2'-dimethyloxyacanthan-12'-ol 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: 22.1%

(+)-isotrilobine (26195-62-0) → (+)-cocsuline (68779-86-2,26279-88-9)

Guidance literature:

With methanesulfonic acid; DL-methionine; for 24h; Ambient temperature;

DOI:10.3987/COM-91-5947

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2‘-norcocsuline (39986-72-6) → (+)-cocsuline (68779-86-2,26279-88-9)

Guidance literature:

With sodium tetrahydroborate; In methanol;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (+)-cocsoline (54352-70-4) → (+)-cocsuline (68779-86-2,26279-88-9)

Guidance literature:

With formic acid;

upstream raw materials:

formaldehyd

(+)-cocsoline

(+)-isotrilobine

2‘-norcocsuline

Downstream raw materials:

(+)-isotrilobine

Refernces

• 1、 Lavault, Marie,Bruneton, Jean,Cave, Adrien,Chan, Kai Cheong,Deverre, Jean Robert,et al.. "Alcaloides bisbenzylisoquinoleiques de Albertisia cf. A. papuana". . p. 343 - 347. Retrieved 2007/10/02.