220223-46-1

Usage

Uses

Used in Pharmaceutical Industry:
Methyl N-Boc-3-Oxopiperidine-4-carboxylate is used as a reagent for the synthesis of fused pyrimidines as histamine H4 receptor antagonists. These antagonists are valuable in the development of treatments for various conditions, including allergies, asthma, and autoimmune diseases, due to their ability to modulate the histamine H4 receptor, which plays a role in immune response and inflammation.
Methyl N-Boc-3-Oxopiperidine-4-carboxylate is also used as a reagent in the synthesis of heterocycles containing a 4-substituted pyrimidine subunit. These heterocycles are of interest in the pharmaceutical industry as mGluR1 antagonists, which are being investigated for their potential use in the treatment of migraine. By targeting the metabotropic glutamate receptor 1 (mGluR1), these antagonists may help to alleviate the symptoms of migraine and provide a novel therapeutic approach to this debilitating condition.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 220223-44-9 4-(tert-Butoxycarbonyl-methoxycarbonylmethyl-amino)-butyric acid methyl ester 

Relevant academic research and scientific papers

Novel tricyclic pyrazolopyrimidines as potent and selective GPR119 agonists

Systematic SAR optimization of the GPR119 agonist lead 1, derived from an internal HTS campaign, led to compound 29. Compound 29 displays significantly improved in vitro activity and oral exposure, leading to GLP1 elevation in acutely dosed mice and reduc

β-Hydroxypiperidinecarboxylates: Additions to the chiral pool from bakers' yeast reductions of β-ketopiperidinecarboxylates

Reduction of the piperidine keto esters 16-19 using fermenting bakers' yeast provides high yields of the corresponding hydroxy esters 20, 26, 32 and 37 respectively, exclusively as the cis-diastereoisomers and with good levels (≥80%) of enantiomeric enrichment. The relative stereochemistries of the products were deduced from NMR data while the absolute configurations were determined by degradation to known piperidinemethanol derivatives or, in the case of hydroxy ester 37, by homologation to (R)-3-quinuclidinol 41b.