1174020-42-8

Basic information

• Product Name: tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate
• Synonyms: tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate;(3R,4S)-1-Boc-3-fluoro-4-hydroxypiperidine;(3R,4S)-tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate;tert-Butyl(3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate>98%ee;(3R,4S)-3-Fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester;9942-2b-2;1-Piperidinecarboxylic acid, 3-fluoro-4-hydroxy-, 1,1-dimethylethyl ester, (3R,4S)-
• CAS NO: 1174020-42-8
• Molecular Formula: C₁₀H₁₈FNO₃
• Molecular Weight: 219
• Mol File: 1174020-42-8.mol
• Article Data: 7

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 (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate(1174020-42-8)
• EPA Substance Registry System: tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate(1174020-42-8)

Safety Data

• Hazardous Substances Data: 1174020-42-8(Hazardous Substances Data)

Usage

General Description

Tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate is a chemical compound with the molecular formula C11H20FNO3. It is a derivative of piperidine, a heterocyclic organic compound, and contains a tert-butyl group and a fluoro and hydroxy functional group. tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It has potential applications in the pharmaceutical industry due to its ability to modify biological activity. The tert-butyl group provides stability and protection to the molecule, while the fluoro and hydroxy groups can affect the compound's interactions with biological systems. Overall, tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate has diverse potential uses in chemical and pharmaceutical research and development.

Upstream product

• 955029-44-4 (anti)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 
• 211108-50-8 tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate 
• 1266339-10-9 tert-butyl (3R)-3-fluoro-4-oxopiperidine-1-carboxylate 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 1208864-35-0 tert-butyl 3-fluoro-4,4-dihydroxypiperidin-1-carboxylic acid 
• 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 
• 955029-44-4 (syn)-3-fluoro-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1450879-65-8 tert-butyl (3R,4S)-3-fluoro-4-[[(4-methylbenzene)sulfonyl]oxy]piperidine-1-carboxylate 

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.

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.

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