908140-15-8

Basic information

• Product Name: 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE
• Synonyms: 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE;tert-butyl 4-cyano-4-hydroxypiperidine-1-carboxylate;1-Boc-4-cyano-4-hydroxypiperidine
• CAS NO: 908140-15-8
• Molecular Formula: C11H18N2O3
• Molecular Weight: 226.274
• Mol File: 908140-15-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 370.1±42.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 10.94±0.20(Predicted)
• CAS DataBase Reference: 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE(908140-15-8)
• EPA Substance Registry System: 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE(908140-15-8)

Safety Data

• Hazardous Substances Data: 908140-15-8(Hazardous Substances Data)

Usage

General Description

1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE, also known as tert-butyloxycarbonyl-4-hydroxypiperidine-4-carbonitrile, is a chemical compound that is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceuticals. It is a white crystalline solid with the molecular formula C11H16N2O2 and a molecular weight of 208.25 g/mol. 1-BOC-4-HYDROXY-PIPERIDINE-4-CARBONITRILE is a derivative of piperidine and contains a Boc (tert-butyloxycarbonyl) protecting group, which makes it a useful intermediate for the synthesis of complex organic compounds. Its primary applications include the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The compound is also known for its potential medicinal properties and is subject to ongoing research for its therapeutic applications.

Upstream product

• 143-33-9 sodium cyanide 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 773837-37-9 sodium cyanide 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 392331-66-7 4-aminomethyl-4-hydroxypiperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Photoredox-Catalyzed Cα-H Cyanation of Unactivated Secondary and Tertiary Aliphatic Amines: Late-Stage Functionalization and Mechanistic Studies

This paper describes the development and mechanistic studies of a general, high-yielding amine Cα-H cyanation protocol via photoredox catalysis. Inexpensive NaCN is employed as the cyanide source and air is the external oxidant, resulting in mild and highly functional group tolerant conditions. Notably, efficient Cα-H cyanations of secondary and tertiary aliphatic amines and of complex, biologically active compounds (drugs) can be performed using the established methodology. Mechanistic studies suggest that the carboxylic acid additive has three effects: formation of a stabilizing hemiaminal intermediate, prevention of catalyst decomposition by protonating the substrate, and modulation of fluorescence quenching of the photoexcited catalyst species.

A single-step, mild, neutral, catalyst-free method for cyanohydrin synthesis

A wide variety of carbonyl compounds can be transformed to their corresponding cyanohydrins in a single step using a dimethyl sulfoxide (DMSO)-water system in excellent yields (75-94%). The major advantages of this system are that the reaction conditions are mild and neutral; the reaction proceeds without catalyst and gives the corresponding cyanohydrins in short time (15-120 min).

Oxyindole derivatives

This invention relates to compounds of the formula (I): or a pharmaceutically acceptable salt thereof, wherein: A, R1, R2, R3, R4 and R5 are each as described herein or a pharmaceutically acceptable s