rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate

Base Information

• Chemical Name: rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate
• CAS No.: 1396756-47-0
• Molecular Formula: C₁₉H₂₈N₂O₂
• Molecular Weight: 316.444
• Mol file: 1396756-47-0.mol

Synonyms:rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate

Chemical Property of rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate

There total 5 articles about rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate 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: 63.0%

1-benzyl-2-(((tert-butoxycarbonyl)amino)methyl)-3-methylpyridin-1-ium bromide (1450634-06-6) → rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate (1396756-47-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 3h;

Reference yield:

2-cyano-3-methylpyridine (20970-75-6) → rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate (1396756-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen; acetic acid

2: triethylamine / dichloromethane

3: acetonitrile

With palladium on activated charcoal; hydrogen; acetic acid; triethylamine; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2012.04.122

Reference yield:

tert-butyl ((3-methylpyridin-2-yl)methyl)carbamate (1396734-40-9) + benzyl bromide (100-39-0) → rac-tert-butyl ((1-benzyl-3-methyl-1,2,5,6-tetrahydropyridin-2-yl)methyl)carbamate (1396756-47-0)

Guidance literature:

tert-butyl ((3-methylpyridin-2-yl)methyl)carbamate; benzyl bromide; In acetonitrile;

With sodium tetrahydroborate; In methanol;

DOI:10.1016/j.bmcl.2012.04.122

upstream raw materials:

2-cyano-3-methylpyridine

tert-butyl ((3-methylpyridin-2-yl)methyl)carbamate

benzyl bromide

C-(3-methyl-pyridin-2-yl)-methylamine