Pyridine, 1,2-dihydro-1-[(E)-[[(1S)-1-(methoxymethyl)-2-methylpropyl]imino]phenyl methyl]-2-phenyl-, (2S)-

Base Information

• Chemical Name: Pyridine, 1,2-dihydro-1-[(E)-[[(1S)-1-(methoxymethyl)-2-methylpropyl]imino]phenyl methyl]-2-phenyl-, (2S)-
• CAS No.: 386253-34-5
• Molecular Formula: C24H28N2O
• Molecular Weight: 360.499
• Mol file: 386253-34-5.mol

Synonyms:

Chemical Property of Pyridine, 1,2-dihydro-1-[(E)-[[(1S)-1-(methoxymethyl)-2-methylpropyl]imino]phenyl methyl]-2-phenyl-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridine, 1,2-dihydro-1-[(E)-[[(1S)-1-(methoxymethyl)-2-methylpropyl]imino]phenyl methyl]-2-phenyl-, (2S)-

There total 7 articles about Pyridine, 1,2-dihydro-1-[(E)-[[(1S)-1-(methoxymethyl)-2-methylpropyl]imino]phenyl methyl]-2-phenyl-, (2S)- 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: 89.0%

Trifluoro-methanesulfonate1-{[(E)-(S)-1-methoxymethyl-2-methyl-propylimino]-phenyl-methyl}-pyridinium; + phenyllithium (591-51-5) → ((S)-1-Methoxymethyl-2-methyl-propyl)-[1-phenyl-1-(4-phenyl-4H-pyridin-1-yl)-meth-(E)-ylidene]-amine + (S)-1-methoxy-3-methyl-N(phenyl((S)-2-phenylpyridin-1(2H)-yl)methylene)butan-2-amine (386253-34-5)

Guidance literature:

phenyllithium; With magnesium bromide ethyl etherate; In diethyl ether; at 20 ℃; for 0.5h;

Trifluoro-methanesulfonate1-{[(E)-(S)-1-methoxymethyl-2-methyl-propylimino]-phenyl-methyl}-pyridinium;; In diethyl ether; dichloromethane; at -20 ℃; for 5h;

DOI:10.1021/ja017136x

Reference yield: 89.0%

pyridine (110-86-1) + phenylmagnesium bromide + N-[(1S)-1-(methoxymethyl)-2-methylpropyl]benzamide (87768-46-5) → ((S)-1-Methoxymethyl-2-methyl-propyl)-[1-phenyl-1-(4-phenyl-4H-pyridin-1-yl)-meth-(E)-ylidene]-amine + (S)-1-methoxy-3-methyl-N(phenyl((S)-2-phenylpyridin-1(2H)-yl)methylene)butan-2-amine (386253-34-5)

Guidance literature:

pyridine; N-[(1S)-1-(methoxymethyl)-2-methylpropyl]benzamide; With trifluoromethylsulfonic anhydride; In dichloromethane; at -40 - 20 ℃; for 1h;

phenylmagnesium bromide; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/ja017136x

Reference yield: 89.0%

Trifluoro-methanesulfonate1-{[(E)-(S)-1-methoxymethyl-2-methyl-propylimino]-phenyl-methyl}-pyridinium; + phenylmagnesium bromide–lithium bromide complex → (S)-1-methoxy-3-methyl-N(phenyl((S)-2-phenylpyridin-1(2H)-yl)methylene)butan-2-amine (386253-34-5)

Guidance literature:

In diethyl ether; at -20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo902527s

upstream raw materials:

pyridine

N-[(1S)-1-(methoxymethyl)-2-methylpropyl]benzamide

phenyllithium

benzoyl chloride

Downstream raw materials:

N-[(1S)-1-(methoxymethyl)-2-methylpropyl]-N-{(1E)-phenyl[(2S)-2-phenylpiperidin-1-yl]methylene}amine

tert-butyl benzyl[(1S)-1-(hydroxymethyl)-2-methylpropyl]carbamate

N-{(1S)-1-[(methoxy)methyl]-2-methylpropyl}-N-{(1E)-phenyl[(2S)-2-phenyl-3,4-dihydropyridin-1(2H)-yl]methylene}amine

N-[(1E)-[(1S,4R,6R)-2,6-diphenyl-3-oxa-2,5-diazabicyclo[2.2.2]oct-7-en-5-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine

Refernces

• 1、 Charette,Grenon,Lemire,Pourashraf,Martel. "Practical and highly regio- and stereoselective synthesis of 2-substituted dihydropyridines and piperidines: Application to the synthesis of (-)-coniine [17]". . p. 11829 - 11830. Retrieved 2007/10/03.