(S)-1-Boc-3-(2-Oxoethyl)Piperidine

Base Information

• Chemical Name: (S)-1-Boc-3-(2-Oxoethyl)Piperidine
• CAS No.: 278789-57-4
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.30000
• Mol file: 278789-57-4.mol

Synonyms:1-Piperidinecarboxylic acid, 3-(2-oxoethyl)-, 1,1-dimethylethyl ester, (3S)-;

Chemical Property of (S)-1-Boc-3-(2-Oxoethyl)Piperidine

Chemical Property:

• PSA: 46.61000
• LogP: 2.16040
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

(S)-tert-Butyl3-(2-oxoethyl)piperidine-1-carboxylate 97+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-Boc-3-(2-Oxoethyl)Piperidine

There total 11 articles about (S)-1-Boc-3-(2-Oxoethyl)Piperidine 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%

t-butyl (3R)-3-(2-hydroxyethyl)tetrahydropyridine-1(2H)-carboxylate (389889-62-7) → tert-butyl (R)-3-(2-oxoethyl)piperidine-1-carboxylate (1039361-81-3,278789-57-4)

Guidance literature:

t-butyl (3R)-3-(2-hydroxyethyl)tetrahydropyridine-1(2H)-carboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 ℃; for 1h; Inert atmosphere; Schlenk technique;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 3.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acsmedchemlett.8b00030

Reference yield: 95.0%

tert-butyl (3S)-3-(2-hydroxyethyl)piperidine-1-carboxylate → tert-butyl (S)-3-(2-oxoethyl)piperidine-1-carboxylate (278789-57-4)

Guidance literature:

tert-butyl (3S)-3-(2-hydroxyethyl)piperidine-1-carboxylate; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 ℃; for 1h; Inert atmosphere; Schlenk technique;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 3.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acsmedchemlett.8b00030

Reference yield:

C12H20N2O2 (1039361-80-2) → tert-butyl (R)-3-(2-oxoethyl)piperidine-1-carboxylate (1039361-81-3,278789-57-4)

Guidance literature:

C₁₂H₂₀N₂O₂; With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

With sodium hydroxide; water; In tetrahydrofuran; at 0 ℃;

upstream raw materials:

tert-butyl 3-(2-hydroxyethyl)-1-piperidinecarboxylate

3-(2-hydroxyethyl)piperidine

di-tert-butyl dicarbonate

(±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

Refernces

• 1、 Tahirovic, Yesim A.,Truax, Valarie M.,Wilson, Robert J.,Jecs, Edgars,Nguyen, Huy H.,Miller, Eric J.,Kim, Michelle B.,Kuo, Katie M.,Wang, Tao,Sum, Chi S.,Cvijic, Mary E.,Schroeder, Gretchen M.,Wilson, Lawrence J.,Liotta, Dennis C.. "Discovery of N-Alkyl Piperazine Side Chain Based CXCR4 Antagonists with Improved Drug-like Properties". supporting information. p. 446 - 451. Retrieved 2018/05/23.
• 2、 -. "Pyridine derivatives". . . Retrieved 2008/06/13.