5990-67-0

Basic information

• Product Name: ethyl 4-[4-(benzyloxy)phenyl]-1-[2-(4-benzylpiperidin-1-yl)-2-oxoethyl]-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate
• CAS NO: 5990-67-0
• Molecular Formula: C₃₆H₄₀N₂O₅
• Molecular Weight: 580.7132
• Mol File: 5990-67-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 756.9°C at 760 mmHg
• Flash Point: 411.5°C
• Density: 1.186g/cm³
• Vapor Pressure: 8.46E-23mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: ethyl 4-[4-(benzyloxy)phenyl]-1-[2-(4-benzylpiperidin-1-yl)-2-oxoethyl]-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-[4-(benzyloxy)phenyl]-1-[2-(4-benzylpiperidin-1-yl)-2-oxoethyl]-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate(5990-67-0)
• EPA Substance Registry System: ethyl 4-[4-(benzyloxy)phenyl]-1-[2-(4-benzylpiperidin-1-yl)-2-oxoethyl]-2-methyl-6-oxo-1,4,5,6-tetrahydropyridine-3-carboxylate(5990-67-0)

Safety Data

• Hazardous Substances Data: 5990-67-0(Hazardous Substances Data)

Upstream product

• 82695-80-5 dimethiodide of 3,3'',4,4''-tetrahydro-6,6'',7''-trimethoxy-1,1''-(4'''-methoxy-3''',4'-oxybisbenzyl)-7,8''-oxybisisoquinoline 
• 18073-61-5 4'-methoxy-N,N'-<3'',4,5-trimethoxy-3,4''-oxybis(phenylethyl)>-3',4'''-oxybis(phenylacetamide) 
• 19843-11-9 3,3'',4,4''-tetrahydro-6,6'',7''-trimethoxy-1,1''-<4'''-methoxy-3''',4'-oxy(bisbenzyl)>-7,8''-oxybisisoquinoline 
• 186581-53-3 diazomethane 
• 26137-45-1 (+)-penduline 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 110360-02-6 (-)-2,2'-bisnorphaeanthine 
• 518-34-3 Tetrandrin 
• 477-57-6 pheanthine 
• 5487-33-2 O-benzylhomoisovanillic acid 
• 23428-79-7 2-(3-Benzyloxy-4-methoxy-phenyl)-N-[2-(3-bromo-4,5-dimethoxy-phenyl)-ethyl]-acetamide 
• 38849-51-3 1-(3-benzyloxy-4-methoxy-benzyl)-8-bromo-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 23495-75-2 1-(3-benzyloxy-4-methoxy-benzyl)-8-bromo-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 

Downstream Products

• 3423-07-2 (S)-N-methylcoclaurine 
• 3423-02-7 (R)-(-)-O-methylarmepavine 
• 3423-05-0 (R)-7-methoxy-1-(4-methoxy-benzyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-6-ol 
• 5701-00-8 (R)-O-methylarmepavine 
• 5096-70-8 (-)-(R)-(N)-methylcoclaurine 
• 24724-87-6 aristelegin-C 
• 111537-45-2 2,2'-N,N-dinorfangchinoline 
• 65995-42-8 2-N-norfangchinoline 
• 2107-55-3 (R)-6-ethoxy-7-methoxy-1-(4-methoxy-benzyl)-2-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 6681-13-6 Hernandezine 

Relevant articles and documents

Novel total synthesis method of racemic tetrandrine

The invention discloses a novel total synthesis method of racemic tetrandrine, and belongs to the technical field of pharmaceutical chemical synthesis. 5-bromovanillin and 4-hydroxyphenylacetic acid which are low in price and easy to obtain are respectively used as starting materials to synthesize a compound 10, the compound 10 is used for synthesizing a compound 12 and a compound 14 through a simple route, and the two compounds are subjected to intermolecular and intramolecular Ullmann reaction to synthesize the racemic tetrandrine A. The key intermediates 12 and 14 are synthesized through the compound 10, the synthesis efficiency is greatly improved, the raw materials are utilized to the maximum extent, and the method is a racemic tetrandrine total synthesis route which is simplest in operation and lowest in cost so far.

Full-synthetic method of racemic tetrandrine

The invention discloses a full-synthetic method of racemic tetrandrine, and belongs to the technical field of drug synthesis. The full-synthetic method of the racemic tetrandrine comprises the steps that a synthetic route adopts a convergence synthesis method, a 5-bromovanillin, namely a compound 1 and 3-hydroxy-4-methoxyphenylacetic acid, namely a compound 5 are taken as starting materials to obtain a compound 4 and a compound 6 respectively, then the compound 4 and the compound 6 are taken as raw materials to synthesize a compound 11, a compound 19 is synthesized from the compound 11, and finally, the compound 11 reacts with the compound 19. The full-synthetic method of the racemic tetrandrine has the advantages that the synthetic efficiency is higher, the yield is higher, and the cost is lower; the reaction conditions are milder, the operation is simple and convenient, the industrial value is higher, and a reference is provided for the full-synthetic method of optical voidness tetrandrine.

A CHEMISTRY OF BISBENZYLISOQUINOLINE ALKALOID: ISOMERIZATION OF BERBAMINE TO PENDULINE IN METHANOL BY RADICAL REACTION

Berbamine (1), a bisbenzylisoquinoline alkaloid, when treated with methanol, was isomerized to penduline (2), the C-1 epimer of 1.This isomerization was proved to proceed via a radical reaction by a free radical generated from methanol and molecular oxyge