722499-65-2

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, phenylmethyl ester is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, phenylmethyl ester is also used in the synthesis of agrochemicals, contributing to the development of new pesticides and other agricultural products.
Used in Antifungal and Antibacterial Applications:
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, phenylmethyl ester is under investigation for its potential use as an antifungal and antibacterial agent. Its properties are being studied to determine its effectiveness in treating various infections and diseases.
Further Research:
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, phenylmethyl ester is a promising compound with potential applications in the development of new drugs and agricultural products. Ongoing research is being conducted to explore its various properties and potential uses, with the aim of unlocking its full potential in these fields.

Upstream product

• 501-53-1 benzyl chloroformate 
• 16682-12-5 D-ornithine hydrochloride 
• 88763-76-2 (R)-(+)-3-Amino-2-piperidinon 
• 1370512-58-5 C₁₃H₁₇N₅O₃ 

Downstream Products

• 606943-98-0 (3R)-3-benzyloxycarbonylamino-1-diaminophosphinyl-2-piperidinone 

Relevant academic research and scientific papers

Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor

Lactams are cyclic amides that are indispensable as drugs and as drug candidates. Conventional lactamization includes acid-mediated and coupling-agent-mediated approaches that suffer from narrow substrate scope, much waste, and/or high cost. Inexpensive, less-wasteful approaches mediated by highly electrophilic reagents are attractive, but there is an imminent risk of side reactions. Herein, a methods using highly electrophilic triphosgene in a microflow reactor that accomplishes rapid (0.5–10 s), mild, inexpensive, and less-wasteful lactamization are described. Methods A and B, which use N-methylmorpholine and N-methylimidazole, respectively, were developed. Various lactams and a cyclic peptide containing acid- and/or heat-labile functional groups were synthesized in good to high yields without the need for tedious purification. Undesired reactions were successfully suppressed, and the risk of handling triphosgene was minimized by the use of microflow technology.

First synthesis and determination of the absolute configuration of sulphostin, a novel inhibitor of dipeptidyl peptidase IV

Sulphostin, a novel dipeptidyl peptidase IV (DPP-IV) inhibitor, was isolated from the culture broth of Streptomyces sp. MK251-43F3. Determination of the absolute configurations of two asymmetric atoms using the natural product was not achieved due to the small amount of the compound obtained. We synthesized four possible stereoisomers of sulphostin from D- or L-ornithine and compared their physicochemical and biological data to naturally isolated sulphostin. As a result, the absolute configurations at C-3 and the phosphorus atom of sulphostin were determined to be S and R, respectively, by X-ray crystallography. Synthetic sulphostin and its C-3 epimer have strong inhibitory activities against DPP-IV, IC50 values of which are 6.0 and 8.9 ng/mL, respectively. Thus it appears that the configuration of the phosphorus atom is primarily responsible for the activity; in contrast, the configuration of C-3 does not appear to affect the activity.

SULPHOSTIN ANALOGUES AND PROCESSES FOR THE PREPARATION OF SULPHOSTIN AND ANALOGUES THEREOF

A sulphostin analogue represented by the general formula, wherein n is an integer of from 0 to 3, provided that a case where n is 2 and steric configurations of C* and P* are S and R, respeetively, is excluded, or a pharmaceutically acceptable salt thereof.