1174020-40-6

Basic information

• Product Name: tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate
• Synonyms: tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate;(3S,4R)-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate;1-Piperidinecarboxylic acid, 3-fluoro-4-hydroxy-, 1,1-diMethylethyl ester, (3S,4R)-;(3.4)-cis-3-FLUORO-4-HYDROXY-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER RACEMATE;tert-Butyl(3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate>98%ee;9942-2b- 1;(3S,4R)-1-BOC-3-FLUORO-4-HYDROXYPIPERIDINE
• CAS NO: 1174020-40-6
• Molecular Formula: C₁₀H₁₈FNO₃
• Molecular Weight: 219.2532232
• Mol File: 1174020-40-6.mol

Chemical Properties

• Boiling Point: 300.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 13.65±0.40(Predicted)
• CAS DataBase Reference: tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate(1174020-40-6)
• EPA Substance Registry System: tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate(1174020-40-6)

Safety Data

• Hazardous Substances Data: 1174020-40-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique structure, including the fluorine atom and the piperidine ring, makes it a valuable building block in the development of new drugs, particularly those targeting the central nervous system or other specialized therapeutic areas.
Used in Organic Chemistry Research:
In the field of organic chemistry, tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate serves as a key reactant in the synthesis of complex organic molecules. Its carboxylate and hydroxy groups provide opportunities for further functionalization and modification, making it a versatile component in the creation of novel compounds with potential applications in various industries.
Used in Drug Delivery Systems:
Tert-butyl (3S,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate is used as a component in the design of drug delivery systems. Its structural features can be exploited to enhance the solubility, stability, and bioavailability of therapeutic agents, ultimately improving the efficacy and safety of drug administration. This application is particularly relevant in the development of targeted therapies and controlled-release formulations.

Upstream product

• 955029-44-4 (syn)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 
• 211108-48-4 tert-butyl 4-[(trimethylsilyl)oxy]-3,6-dihydropyridine-1(2H)-carboxylate 
• 211108-50-8 tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 955029-44-4 (syn)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 
• 1208864-35-0 tert-butyl 3-fluoro-4,4-dihydroxypiperidin-1-carboxylic acid 
• 955029-44-4 (anti)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 
• 1450879-67-0 tert-butyl (3S)-3-fluoro-4-oxopiperidine-1-carboxylate 

Downstream Products

• 1450879-66-9 (3S,4R)-tert-butyl 3-fluoro-4-(tosyloxy)piperidine-1-carboxylate 
• 1070896-84-2 (3S,4R)-3-fluoro-4-methanesulfonyloxypiperidine-1-carboxylic acid tert butyl ester 
• 1147112-69-3 (3S,4R)-3-fluoropiperidin-4-ol hydrochloride 
• 1863905-38-7 2-(((3S,4R)-3-fluoro-1-(2-(4-(trifluoromethoxy)phenyl)acetyl)piperidin-4-yl)oxy)-4-(2-hydroxy-2-methylpropoxy)benzamide 

Relevant articles and documents

Efforts towards a Noyori reduction of a 3-fluorpiperidin-4-one with dynamic kinetic resolution

A Noyori reduction of racemic 1-Boc-3-fluoropiperidin-4-one has been achieved under dynamic kinetic resolution conditions that results in a single cis enantiomer being obtained with both diastereo- and enantioselectivity > 90%. This medicinal chemistry building block can be generated on multi-gram scale using the developed conditions to a single enantiomer in a 60% yield after employing a crystallisation procedure.

GPR 119 MODULATORS

Compounds that modulate the activity of the G-protein-coupled receptor GPR119 and their uses in the treatment of diseases linked to the modulation of the G-protein- coupled receptor GPR119 in animals are described herein.

Enantioselective synthesis of cis -3-fluoropiperidin-4-ol, a Building block for medicinal chemistry

The first enantioselective route to both enantiomers of cis-1-Boc-3-fluoropiperidin-4-ol, a highly prized building block for medicinal chemistry, is reported. An enantioselective fluorination is employed, taking advantage of the methodology reported by MacMillan, which uses a modified cinchona alkaloid catalyst. In studying the fluorination reaction, we have shown that the catalyst can be replaced by commercially available primary amines, including α-methylbenzylamine, with similar levels of enantioselectivity. The piperidinols are readily crystallized to obtain enantiopure material.

4- (5-CYANO-PYRAZOL-1-YL) -PIPERIDINE DERIVATIVES AS GPR 119 MODULATORS

Compounds that modulate the activity of the G-protein-coupled receptor GPR119 and their uses in the treatment of diseases linked to the modulation of the G-protein- coupled receptor GPR119 in animals are described herein.

GPR 119 MODULATORS

Compounds of formula (I) that modulate the activity of the G-protein-coupled receptor GPR119 and their uses in the treatment of diseases linked to the modulation of the G-protein-coupled receptor GPR119 in animals are described herein.

IMIDAZO-PYRAZOLES AS GPR119 INHIBITORS

Compounds of formula (I) wherein: X is (A) or (B); Y is O or a bond; R1 is -C(O)-O-R3 or R2 is hydrogen, cyano, C1-C6 alkyl, or C3-C6 cycloalkyl; R5 is hydrogen, cyano

GPR 119 MODULATORS

Compounds of Formula (I) that modulate the activity of the G -protein-coupled receptor GPFM 19 and their uses in the treatment of diseases linked to the modulation of the G-protein-coupled receptor GPR119 in animals are described herein.