(S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine

Base Information

• Chemical Name: (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine
• CAS No.: 99113-01-6
• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.338
• Mol file: 99113-01-6.mol

Synonyms:(S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine

Chemical Property of (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine

There total 2 articles about (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine 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:

1-Formyl-2-<(4-methoxyphenyl)methyl>-3,4-dimethyl-1,2,5,6-tetrahydropyridine → (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (99113-01-6) + (R)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (116172-13-5)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 10h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00081a007

Reference yield:

p-methoxybenzyl chloride (824-94-2) + ((S)-1-tert-Butoxymethyl-2-methyl-propyl)-[1-(4,5-dimethyl-3,6-dihydro-2H-pyridin-1-yl)-meth-(E)-ylidene]-amine → (S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (99113-01-6) + ((S)-1-tert-Butoxymethyl-2-methyl-propyl)-[1-[4-(4-methoxy-phenyl)-4,5-dimethyl-3,4-dihydro-2H-pyridin-1-yl]-meth-(E)-ylidene]-amine

Guidance literature:

With n-butyllithium; hydrazinium monoacetate; Yield given. Multistep reaction; 1.) THF, -78 deg C; 2.) EtOH, 50 deg C;

DOI:10.1021/ja00312a029

Reference yield:

(S)-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (99113-01-6) → (S)-N-methyl-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine (70386-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 h / 40 °C

2: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja00312a029

upstream raw materials:

p-methoxybenzyl chloride

Downstream raw materials:

(S)-1-Formyl-2-<(4-methoxyphenyl)methyl>-3,4-dimethyl-1,2,5,6-tetrahydropyridine

(+)-metazocine

(S)-N-methyl-2-(4-methoxybenzyl)-3,4-dimethyl-1,2,5,6-tetrahydropyridine