N-Boc-DL-Pipecolic acid methyl ester

Base Information

• Chemical Name: N-Boc-DL-Pipecolic acid methyl ester
• CAS No.: 132910-79-3
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.303
• Mol file: 132910-79-3.mol

Synonyms:N-Boc-DL-Pipecolic acid methyl ester

Chemical Property of N-Boc-DL-Pipecolic acid methyl ester

Chemical Property:

• PSA: 55.84000
• LogP: 1.88690

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Boc-DL-Pipecolic acid methyl ester

There total 11 articles about N-Boc-DL-Pipecolic acid methyl 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl piperidine-2-carboxylate hydrochloride (32559-18-5) → (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate (132910-79-3)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 20 ℃; for 8h; stereoselective reaction;

DOI:10.1002/ejoc.201402737

Reference yield: 98.0%

→ (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate (132910-79-3)

Guidance literature:

Reference yield: 94.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl pipecolinate (35677-83-9,41994-45-0,43041-11-8,90710-04-6) → (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate (132910-79-3)

Guidance literature:

methyl pipecolinate; With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

di-tert-butyl dicarbonate; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.202001123

upstream raw materials:

methyl piperidine-2-carboxylate hydrochloride

tert-butyl chloroformate

6-hydroxypiperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate

2-methyl-piperidine-2-carboxylic acid methyl ester

4,5,6,7-Tetrahydropyrazolo<1,5-a>pyridin-3-carbonsaeureethylester

4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylic acid

Refernces

• 1、 Atobe, Masakazu,Blakemore, David C.,Bond, Paul S.,Chan, Ngai S.,De Fusco, Claudia,Downes, Thomas D.,Firth, James D.,Hubbard, Roderick E.,Jones, S. Paul,Klein, Hanna F.,O'Brien, Peter,Roughley, Stephen D.,Vidler, Lewis R.,Waddelove, Laura,Whatton, Maria Ann,Wheldon, Mary C.,Woolford, Alison J.-A.,Wrigley, Gail L.. "Design and Synthesis of 56 Shape-Diverse 3D Fragments". supporting information. . Retrieved 2020/07/13.
• 2、 Sattenapally, Narsimha,Sharma, Jhanvi,Hou, Yuqing. "Selective conversion of primary amides to esters promoted by KHSO4". . p. 174 - 183. Retrieved 2018/09/10.