1-PIPERIDINECARBOXYLIC ACID, 3-CHLORO-4-OXO-, 1,1-DIMETHYLETHYL ESTER

Base Information

• Chemical Name: 1-PIPERIDINECARBOXYLIC ACID, 3-CHLORO-4-OXO-, 1,1-DIMETHYLETHYL ESTER
• CAS No.: 815575-86-1
• Molecular Formula: C₁₀H₁₆ClNO₃
• Molecular Weight: 233.695
• Mol file: 815575-86-1.mol

Synonyms:tert-Butyl3-chloro-4-oxopiperidine-1-carboxylate

Chemical Property of 1-PIPERIDINECARBOXYLIC ACID, 3-CHLORO-4-OXO-, 1,1-DIMETHYLETHYL ESTER

Chemical Property:

• PSA: 46.61000
• LogP: 1.74160

Purity/Quality:

98% ^*data from raw suppliers

3-Chloro-4-oxo-piperidine-1-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Chloro-4-oxo-piperidine-1-carboxylic Acid tert-Butyl Ester is used as a reactant in the preparation of piperidines as antibacterial agents.

Technology Process of 1-PIPERIDINECARBOXYLIC ACID, 3-CHLORO-4-OXO-, 1,1-DIMETHYLETHYL ESTER

There total 3 articles about 1-PIPERIDINECARBOXYLIC ACID, 3-CHLORO-4-OXO-, 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: 37.0%

tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate (211108-48-4) → tert-butyl 3-chloro-4-oxo-piperidine-1-carboxylate (815575-86-1)

Guidance literature:

With N-chloro-succinimide; sodium acetate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jm500462x

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 3-chloro-4-oxo-piperidine-1-carboxylate (815575-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chlorosuccinimide; 2-nitrobenzoic acid / (R,R)-4,5-diphenylimidazolidine / acetonitrile / 20 h / -24 °C

2: neutral alumina / CH₂Cl₂; diethyl ether

With aluminum oxide; N-chloro-succinimide; ortho-nitrobenzoic acid; (4R,5R)-4,5-diphenylimidazolidine; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1002/anie.200460462

Reference yield:

3-chloro-4-oxo-piperidine-1-carboxylic acid tert-butyl ester → tert-butyl 3-chloro-4-oxo-piperidine-1-carboxylate (815575-86-1)

Guidance literature:

With aluminum oxide; In diethyl ether; dichloromethane;

DOI:10.1002/anie.200460462

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate

Refernces

• 1、 Marigo, Mauro,Bachmann, Stephan,Halland, Nis,Braunton, Alan,Jorgensen, Karl Anker. "Highly enantioselective direct organocatalytic α-chlorination of ketones". . p. 5507 - 5510. Retrieved 2007/10/03.