3-Pyridinepropanoic acid, a-acetyl-2-[(phenylmethyl)seleno]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 3-Pyridinepropanoic acid, a-acetyl-2-[(phenylmethyl)seleno]-, 1,1-dimethylethyl ester
• CAS No.: 852063-23-1
• Molecular Formula: C21H25NO3Se
• Molecular Weight: 418.394
• Mol file: 852063-23-1.mol

Synonyms:

Chemical Property of 3-Pyridinepropanoic acid, a-acetyl-2-[(phenylmethyl)seleno]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Pyridinepropanoic acid, a-acetyl-2-[(phenylmethyl)seleno]-, 1,1-dimethylethyl ester

There total 5 articles about 3-Pyridinepropanoic acid, a-acetyl-2-[(phenylmethyl)seleno]-, 1,1-dimethylethyl ester 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: 96.0%

tert-butyl acetoacetate (1694-31-1) + 2-(benzylseleno)-3-(chloromethyl)pyridine (852063-22-0) → tert-butyl 2-[(2-(benzylseleno)pyridin-3-yl)methyl]-3-oxobutyrate (852063-23-1)

Guidance literature:

With sodium hydride;

DOI:10.3390/90600472

Reference yield:

dibenzyl diselenide (1482-82-2) → tert-butyl 2-[(2-(benzylseleno)pyridin-3-yl)methyl]-3-oxobutyrate (852063-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium borohydride / ethanol

1.2: 71 percent / ethanol / 3 h / Heating

2.1: 97 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

3.1: 96 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / Heating

4.1: sodium hydride / various solvent(s); tetrahydrofuran / 0.75 h / 20 °C

4.2: 84 percent / various solvent(s); tetrahydrofuran / 18 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1039/b515385a

Reference yield:

ethyl 2-chloronicotinate (1452-94-4) → tert-butyl 2-[(2-(benzylseleno)pyridin-3-yl)methyl]-3-oxobutyrate (852063-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium borohydride / ethanol

1.2: 71 percent / ethanol / 3 h / Heating

2.1: 97 percent / LiAlH₄ / diethyl ether / 1.5 h / 20 °C

3.1: 96 percent / triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / Heating

4.1: sodium hydride / various solvent(s); tetrahydrofuran / 0.75 h / 20 °C

4.2: 84 percent / various solvent(s); tetrahydrofuran / 18 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1039/b515385a

upstream raw materials:

tert-butyl acetoacetate

2-(benzylseleno)-3-(chloromethyl)pyridine

dibenzyl diselenide

ethyl 2-chloronicotinate

Downstream raw materials:

4-[2-(benzylseleno)pyridin-3-yl]butan-2-one

1-[2-(benzylseleno)pyridin-3-yl]-3-methylheptan-3-ol