400888-22-4

Usage

Uses

Used in Pharmaceutical Synthesis:
(R)-2-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-(benzyloxycarbonyl)acetic acid is used as a key building block for the synthesis of various biologically active molecules. The Boc and Cbz protecting groups play a crucial role in protecting specific functional groups during chemical synthesis, preventing unwanted reactions and ensuring the successful creation of the desired pharmaceutical compounds.
Used in Organic Chemistry:
In the field of organic chemistry, (R)-2-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-(benzyloxycarbonyl)acetic acid serves as an important intermediate for the development of new chemical entities. Its optical activity and the presence of protecting groups make it a versatile compound for exploring novel reactions and creating a wide range of chemical products.
Used in Research and Development:
(R)-2-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-(benzyloxycarbonyl)acetic acid is also utilized in research and development, where it can be employed to study the effects of different protecting groups on the reactivity and selectivity of various chemical reactions. This knowledge can be applied to optimize synthetic routes and improve the overall efficiency of pharmaceutical compound production.
Used in Drug Design:
As a precursor for the synthesis of biologically active molecules, (R)-2-(1-(tert-butoxycarbonyl)piperidin-4-yl)-2-(benzyloxycarbonyl)acetic acid is used in drug design to create new therapeutic agents. Its unique structure and functional groups can be tailored to target specific biological pathways, potentially leading to the development of innovative treatments for various diseases and conditions.

Upstream product

• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 177702-21-5 4-((R)-amino-carboxy-methyl)piperidine-1-carboxylic acid tert-butyl ester 
• 313491-20-2 4-(benzyloxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid tert-butyl ester 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 400888-21-3 4-((R)-benzyloxycarbonylamino-methoxycarbonyl-methyl)piperidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 177702-21-5 4-((R)-amino-carboxy-methyl)piperidine-1-carboxylic acid tert-butyl ester 
• 41021-57-2 (R)-2-amino-2-(1-carbamimidoylpiperidin-4-yl)acetic acid 

Relevant academic research and scientific papers

MITOCHONDRIA-TARGETING PEPTIDES

Disclosed are non-natural peptides useful for the treatment and prevention of ischemia-reperfusion injury (e.g., cardiac ischemia-reperfusion injury) or myocardial infarction.

Discovery of Potent, Selective, and Orally Active Carboxylic Acid Based Inhibitors of Matrix Metalloproteinase-13

The matrix metalloproteinase enzyme MMP-13 plays a key role in the degradation of type II collagen in cartilage and bone in osteoarthritis (OA). An effective MMP-13 inhibitor would therefore be a novel disease modifying therapy for the treatment of arthritis. Our efforts have resulted in the discovery of a series of carboxylic acid inhibitors of MMP-13 that do not significantly inhibit the related MMP-1 (collagenase-1) or tumor necrosis factor-α (TNF-α) converting enzyme (TACE). It has previously been suggested (but not proven) that inhibition of the latter two enzymes could lead to side effects. A promising carboxylic acid lead 9 was identified and a convergent synthesis developed. This paper describes the optimization of 9 and the identification of a compound 24f for further development. Compound 24f is a subnanomolar inhibitor of MMP-13 (IC50 value 0.5 nM and Ki of 0.19 nM) having no activity against MMP-1 or TACE (IC50 of >10000 nM). Furthermore, in a rat model of MMP-13-induced cartilage degradation, 24f significantly reduced proteoglycan release following oral dosing at 30 mg/kg (75% inhibition, p 0.05) and at 10 mg/kg (40% inhibition, p 0.05).

Certain azacycloalkyl substituted acetic acid derivatives

Compounds of the formula (I) wherein R represents OH or NHOH; R1 represents hydrogen, optionally substituted lower alkyl, aryl-lower alkyl, cycloalkyl-lower alkyl, or acyl derived from a carboxylic acid, from a carbonic acid, from a carbamic ac

An enantioselective synthesis of (R)-4-piperidinylglycine

An efficient process for the synthesis of (R)-N-t-Boc-4-piperidinylglycine 8a, an unnatural amino acid, via enantioselective rhodium-catalyzed hydrogenation of the Cbz-enamide 5a is described. Subsequent deprotection of 8a affords unprotected (R)-4-piperi