Methyl N-Boc-4-hydroxypiperidine-2-carboxylate

Base Information

• Chemical Name: Methyl N-Boc-4-hydroxypiperidine-2-carboxylate
• CAS No.: 187753-13-5
• Molecular Formula: C12H21NO5
• Molecular Weight: 259.302
• Hs Code.: 2933399090
• Mol file: 187753-13-5.mol

Synonyms:(1R,2R)-BOC-2-AMINOCYCLOHEXANE CARBOXYLIC ACID;(1R,2R)-Boc-aminocyclohexane carboxylic acid;(1R,2R)-BOC-ACHC;(1R,2R)-2-(tert-butoxycarbonylamino)cyclohexane-1-carboxylic acid;1-tert-Butyl 2-methyl 4-hydroxypiperidine-1,2-dicarboxylate;N-tert-butoxycarbonyl-cis-4-hydroxy-L-pipecolinic acid methyl ester;Boc-(R,R)-trans-2-aminocyclohexanecarboxylic acid;Boc-(R,S)Pic(4-hydroxy)-OCH3;Methyl 1-Boc-4-hydroxypiperidine-2-carboxylate;1-(tert-butoxycarbonyl)-4-hydroxypiperidine-2-carboxylic acid methyl ester;4-hydroxy-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;

Chemical Property of Methyl N-Boc-4-hydroxypiperidine-2-carboxylate

Chemical Property:

• PSA: 76.07000
• LogP: 0.85770

Purity/Quality:

99.99%HPLC ^*data from raw suppliers

1-tert-Butyl2-methyl4-hydroxypiperidine-1,2-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl N-Boc-4-hydroxypiperidine-2-carboxylate

There total 11 articles about Methyl N-Boc-4-hydroxypiperidine-2-carboxylate 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: 89.0%

4-oxo-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (81357-18-8,1799811-83-8) → N-tert-butoxycarbonyl-cis-4-hydroxy-L-pipecolinic acid methyl ester (187753-13-5,181269-87-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 87.0%

4-hydroxy-2-piperidine carboxylic acid methyl ester (144913-66-6,189952-45-2) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-cis-4-hydroxy-L-pipecolinic acid methyl ester (187753-13-5,181269-87-4)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; at 0 ℃;

Reference yield: 48.0%

1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyl)oxypiperidine-2-carboxylic acid methyl ester (1391042-08-2) → N-tert-butoxycarbonyl-cis-4-hydroxy-L-pipecolinic acid methyl ester (187753-13-5,181269-87-4)

Guidance literature:

With tetra-n-butylammoniumfluoride trihydrate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1515/znb-2012-0412

upstream raw materials:

4-hydroxy-2-piperidine carboxylic acid methyl ester

di-tert-butyl dicarbonate

4-HYDROXYPIPERIDINE

1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyl)oxypiperidine-2-carboxylic acid

Downstream raw materials:

4-oxo-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

1-(tert-butoxycarbonyl)-4-(4-methylphenylsulfonyloxy)piperidine-2-carboxylic acid methyl ester

Refernces

• 1、 Kantlehner, Willi,Vettel, Markus,Eppinger, Bernhard. "Orthoamides and iminium salts LXXVI [1]. A further contribution to the chemistry of trialkoxyacetonitriles". . p. 373 - 388. Retrieved 2012/07/14.
• 2、 -. "Efflux pump inhibitors". . . Retrieved 2008/06/13.