405061-52-1

Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-1-Cbz-3-(hydroxyMethyl)piperidine is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its protective Cbz group allows for selective reactions to occur elsewhere in the molecule, while the piperidine ring and hydroxyl group provide a foundation for the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
In the realm of organic chemistry, (S)-1-Cbz-3-(hydroxyMethyl)piperidine is employed as a building block for the creation of more complex molecules. The hydroxyl group can be further derivatized, enabling the synthesis of a wide range of organic compounds with diverse properties and potential uses.
Used in Chiral Compound Development:
Due to its chirality, (S)-1-Cbz-3-(hydroxyMethyl)piperidine is also used in the development of chiral compounds, which are essential in many areas of chemistry, including asymmetric synthesis and the creation of enantiomerically pure pharmaceuticals. The stereochemistry of (S)-1-Cbz-3-(hydroxyMethyl)piperidine can influence its reactivity and interactions with other molecules, making it a valuable tool in the study and production of chiral substances.

Upstream product

• 310454-53-6 3-ethyl 1-(phenylmethyl) 1,3-piperidinedicarboxylate 
• 1221818-73-0 (3S,5R)-Piperidine-1,3,5-tricarboxylic acid benzyl ester dimethyl ester 
• 88466-73-3 Z-β²hPro-OMe 
• 175694-36-7 (3R,5S)-Piperidine-1,3,5-tricarboxylic acid 1-benzyl ester 3-methyl ester 

Downstream Products

• 4606-65-9 (S)-(hydroxymethyl)piperidine 
• 140695-84-7 tert-butyl (3S)-3-(hydroxymethyl)piperidine-1-carboxylate 

Relevant academic research and scientific papers

Manganese Catalyzed Hydrogenation of Enantiomerically Pure Esters

A manganese-catalyzed hydrogenation of esters has been accomplished with TONs up to 1000, using cheap, environmentally benign, potassium carbonate and simple alcohols as activator and solvent, respectively. The weakly basic conditions lead to good functional group tolerance and enable the hydrogenation of enantiomerically enriched α-chiral esters with essentially no loss of stereochemical integrity.

AZOLE-SUBSTITUTED PYRIDINE COMPOUND

The present invention provides a compound represented by formula [I'| shown below or a pharmaceutically acceptable salt thereof that has an inhibitory effect on 20-HETE producing enzyme, wherein the structure represented by formula [III] shown below represents any of the structures represented by formula group [IV] shown below, wherein R1 represents a hydrogen atom, a fluorine atom, methyl, etc.; R2, R3, and R4 each independently represent a hydrogen atom, a fluorine atom, or methyl; W represents a single bond, C1-3alkanediyl, or the formula -O-CH2CH2-; and ring A represents (a) substituted C4-6cycloalkyl, (b) substituted 4- to 6-membered saturated nitrogen-containing heterocyclyl, (c) substituted phenyl, (d) substituted pyridyl, (e) substituted 2,3-dihydrobenzofuran, (f) 4- to 6-membered saturated oxygen-containing heterocyclyl, etc.

Methods for the stereoselective synthesis of substituted piperidines

One aspect of the present invention relates to methods of synthesizing substituted piperidines. A second aspect of the present invention relates to stereoselective methods of synthesizing substituted piperidines. The methods of the present invention will

Stereoselective enzymatic hydrolysis of dimethyl meso-piperidine-3,5-dicarboxylates

Desymmetrization of dimethyl meso-piperidine-3,5-dicarboxylates 3a-c with pig liver esterase (PLE), lipase from Candida cylindracea (CCL) and porcine pancreatic lipase (PPL) is described. The enantioselectivities of the enzymatic transformations and the absolute configurations of the resulting half-esters 2a-c were determined.