(1S,15S)-21,22,26-trimethoxy-16,31-dimethyl-8,24-dioxa-16,31-diazaheptacyclo[23.6.2.1~3,7~.1~9,13~.1~15,19~.0~23,34~.0~28,32~]hexatriaconta-3(36),4,6,9(35),10,12,19(34),20,22,25,27,32-dodecaen-10-ol (non-preferred name)

Base Information

• Chemical Name: (1S,15S)-21,22,26-trimethoxy-16,31-dimethyl-8,24-dioxa-16,31-diazaheptacyclo[23.6.2.1~3,7~.1~9,13~.1~15,19~.0~23,34~.0~28,32~]hexatriaconta-3(36),4,6,9(35),10,12,19(34),20,22,25,27,32-dodecaen-10-ol (non-preferred name)
• CAS No.: 26137-45-1
• Molecular Formula: C37H40 N2 O6
• Molecular Weight: 608.734
• Mol file: 26137-45-1.mol

Synonyms:Berbaman-12-ol,6,6',7-trimethoxy-2,2'-dimethyl-, (1b)-; Penduline (Cocculus) (8CI); (+)-Penduline;16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-12-ol,3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-,[4aS-(4aR*,16aR*)]-; Penduline

Chemical Property of (1S,15S)-21,22,26-trimethoxy-16,31-dimethyl-8,24-dioxa-16,31-diazaheptacyclo[23.6.2.1~3,7~.1~9,13~.1~15,19~.0~23,34~.0~28,32~]hexatriaconta-3(36),4,6,9(35),10,12,19(34),20,22,25,27,32-dodecaen-10-ol (non-preferred name)

Chemical Property:

• Vapor Pressure: 4.62E-21mmHg at 25°C
• Boiling Point: 714°Cat760mmHg
• Flash Point: 385.6°C
• Density: 1.204g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,15S)-21,22,26-trimethoxy-16,31-dimethyl-8,24-dioxa-16,31-diazaheptacyclo[23.6.2.1~3,7~.1~9,13~.1~15,19~.0~23,34~.0~28,32~]hexatriaconta-3(36),4,6,9(35),10,12,19(34),20,22,25,27,32-dodecaen-10-ol (non-preferred name)

There total 4 articles about (1S,15S)-21,22,26-trimethoxy-16,31-dimethyl-8,24-dioxa-16,31-diazaheptacyclo[23.6.2.1~3,7~.1~9,13~.1~15,19~.0~23,34~.0~28,32~]hexatriaconta-3(36),4,6,9(35),10,12,19(34),20,22,25,27,32-dodecaen-10-ol (non-preferred name) 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: 35.0%

Tetrandrin (518-34-3,5990-67-0) → Atherospermoline (21008-67-3) + (+)-penduline (26137-45-1) + 6',7-Bis-(O-demethyl)-tetrandrine (83087-72-3) + fangchinoline (436-77-1,10172-02-8,33889-68-8,38769-07-2,53834-87-0,119478-08-9)

Guidance literature:

With hydrogen bromide; at 20 ℃; for 24h; Yield given. Further byproducts given;

DOI:10.1002/ardp.19823150705

Reference yield: 35.0%

Tetrandrin (518-34-3,5990-67-0) → Tetrakis-(O-demethyl)-tetrandrin (83113-25-1) + Atherospermoline (21008-67-3) + (+)-penduline (26137-45-1) + 6',7,12-Tris-(O-demethyl)-tetrandrine (83113-24-0) + 6',7-Bis-(O-demethyl)-tetrandrine (83087-72-3) + fangchinoline (436-77-1,10172-02-8,33889-68-8,38769-07-2,53834-87-0,119478-08-9)

Guidance literature:

With hydrogen bromide; at 20 ℃; for 24h; Product distribution; different concentration of HBr, different times and temperatures;

DOI:10.1002/ardp.19823150705

Reference yield: 25.0%

berbamine (478-61-5,569-16-4,26137-45-1,64665-35-6) → (+)-penduline (26137-45-1)

Guidance literature:

With methanol; oxygen; at 40 ℃; for 24h; Product distribution; Mechanism; other bisbenzylisoquinoline alkaloids;

DOI:10.3987/COM-95-7155

upstream raw materials:

Tetrandrin

berbamine

Downstream raw materials:

C₄₇H₅₁N₃O₇

berbamine dihydrochloride

Tetrandrin

Refernces

• 1、 Pachaly,Praest. "Phenolic derivatives from the bisbenzylisoquinoline alkaloid tetrandrine by selective ether cleavage". . p. 589 - 597. Retrieved 2007/10/02.