(2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one

Base Information

• Chemical Name: (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one
• CAS No.: 1000414-75-4
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.268
• Mol file: 1000414-75-4.mol

Synonyms:(2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one

Chemical Property of (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one

There total 2 articles about (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one 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: 86.0%

N-benzyl-N-allylamino-L-alanine methyl ester (717127-50-9) → (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one (1000414-75-4)

Guidance literature:

N-benzyl-N-allylamino-L-alanine methyl ester; With isopropylmagnesium bromide; titanium(IV) isopropylate; In tetrahydrofuran; diethyl ether; at 20 ℃;

With iron(III) chloride; In diethyl ether; at 0 ℃;

With sodium acetate; In methanol; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.10.003

Reference yield: 76.0%

(2S)-3-benzyl-2-methyl-3-azabicyclo[3.1.0]hexan-1-ol → (2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one (1000414-75-4)

Guidance literature:

(2S)-3-benzyl-2-methyl-3-azabicyclo[3.1.0]hexan-1-ol; With iron(III) chloride; In diethyl ether; at 0 ℃; for 3h; Inert atmosphere;

With sodium acetate; In methanol; diethyl ether; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/ejoc.200800380

Reference yield: 60.0%

(2S)-1-benzyl-2-methyl-1,6-dihydropyridin-3(2H)-one (1000414-75-4) → 2-methyl-3-pyridinol (1121-25-1,55780-69-3) + (2S)-1-benzyl-2-methylpiperidin-3-one (1072088-64-2)

Guidance literature:

With palladium hydroxide on carbon; hydrogen; In ethyl acetate; at 20 ℃; for 20h; chemoselective reaction;

DOI:10.1002/ejoc.200800380

upstream raw materials:

N-benzyl-N-allylamino-L-alanine methyl ester

Downstream raw materials:

2-methyl-3-pyridinol

(2S)-1-benzyl-2-methylpiperidin-3-one

Refernces

• 1、 Jida, Mouhamad,Guillot, Régis,Ollivier, Jean. "Azabicyclo[3.1.0]hexane-1-ols as frameworks for the asymmetric synthesis of biologically active compounds". . p. 8765 - 8767. Retrieved 2008/03/18.