95798-22-4

Basic information

• Product Name: 1-N-CBZ-3-HYDROXY-PIPERIDINE
• Synonyms: BENZYL 3-HYDROXYTETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE;BUTTPARK 99\04-58;3-HYDROXY-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-N-CBZ-3-HYDROXY-PIPERIDINE;1-BENZYLOXYCARBONYL-3-HYDROXYPIPERIDINE;N-Cbz-3-hydroxypiperidine;1-Cbz-3-hydroxy-piperidine;1-Piperidinecarboxylic acid, 3-hydroxy-, phenylMethyl ester
• CAS NO: 95798-22-4
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28
• Mol File: 95798-22-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 196 °C
• Flash Point: 186.606 °C
• Appearance: /
• Density: 1.22 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• PKA: 14.72±0.20(Predicted)
• CAS DataBase Reference: 1-N-CBZ-3-HYDROXY-PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-CBZ-3-HYDROXY-PIPERIDINE(95798-22-4)
• EPA Substance Registry System: 1-N-CBZ-3-HYDROXY-PIPERIDINE(95798-22-4)

Safety Data

• Hazardous Substances Data: 95798-22-4(Hazardous Substances Data)

Usage

General Description

1-N-CBZ-3-HYDROXY-PIPERIDINE is a chemical compound with the molecular formula C14H21NO3. It is commonly used as an intermediate in the synthesis of pharmaceutical drugs and other organic compounds. 1-N-CBZ-3-HYDROXY-PIPERIDINE is a piperidine derivative, which is a type of heterocyclic organic compound. The "1-N-CBZ" prefix indicates that the nitrogen atom in the piperidine ring is substituted with a carbobenzyloxy (CBZ) group, while the "3-HYDROXY" suffix indicates the presence of a hydroxyl (OH) group at the 3-position of the piperidine ring. 1-N-CBZ-3-HYDROXY-PIPERIDINE has applications in the pharmaceutical industry for the synthesis of various medications, and it is also used in organic chemistry research.

InChI:InChI=1/C13H17NO3/c15-12-7-4-8-14(9-12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12,15H,4,7-10H2

Upstream product

• 64051-79-2 piperidin-3-ol hydrochloride 
• 1885-14-9 phenyl chloroformate 
• 6859-99-0 3-hydroxypiperazine 
• 100-51-6 benzyl alcohol 
• 501-53-1 benzyl chloroformate 
• 61995-20-8 N-(benzyloxycarbonyl)-3-piperidone 
• 66207-23-6 1-benzyloxycarbonyl-1,2,3,6-tetrahydropyridine 

Downstream Products

• 61995-20-8 N-(benzyloxycarbonyl)-3-piperidone 
• 171906-17-5 N-[[1(benzyloxycarbonyl)-piperidin-3-yl]-oxy]-phthalimide 
• 1527519-18-1 C₇H₁₃NO 
• 1527519-25-0 C₇H₁₃NO 
• 1016811-80-5 piperidine-3-sulfonamide 
• 912369-02-9 benzyl 3-mercaptopiperidine-1-carboxylate 
• 1609467-27-7 5-amino-1-{(3R)-1-[(2E)-3-cyanoprop-2-enoyl]piperidin-3-yl}-3-[4-(2,4-difluorophenoxy)phenyl]-1H-pyrazole-4-carboxamide 
• 1609467-26-6 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-hydroxybut-2-enoyl]-piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609467-25-5 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-[(3R)-1-(2-fluoroacryloyl)piperidin-3-yl]-1H-pyrazole-4-carboxamide 
• 1609467-16-4 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-{(3R)-1-[(2E)-5-hydroxypent-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609467-14-2 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-[(3R)-1-(2-methylacryloyl)piperidin-3-yl]-1H-pyrazole-4-carboxamide 
• 1609467-13-1 5-amino-3-[4-(2,4-difluorophenoxy)phenyl]-1-{(3R)-1-[(2E)-4-methoxybut-2-enoyl]piperidin-3-yl}-1H-pyrazole-4-carboxamide 
• 1609468-26-9 (R)-5-amino-3-(4-(2,4-difluorophenoxy)phenyl)-1-(piperidin-3-yl)-1H-pyrazole-4-carboxamide 
• 1609467-11-9 1-[(3S)-1-acryloylpiperidin-3-yl]-5-amino-3-[4-(2,4-difluorophenoxy)-phenyl]-1H-pyrazole-4-carboxamide 

Relevant articles and documents

Carbamate Synthesis Using a Shelf-Stable and Renewable C1 Reactant

4-Propylcatechol carbonate is a shelf-stable, renewable C1 reactant. It is easily prepared from renewable 4-propylcatechol (derived from wood) and dimethyl carbonate (derived from CO2) using a reactive distillation system. In this work, the 4-propylcatechol carbonate is used for the two-step synthesis of carbamates under mild reaction conditions. In the first step, 4-propylcatechol carbonate is treated with an alcohol at 50–80 °C in the presence of a Lewis acid catalyst, such as Zn(OAc)2?2 H2O. With liquid alcohols, no solvent is used and with solid alcohols 2-methyltetrahydrofuran is used as solvent. In the second step, the alkyl 2-hydroxy-propylphenyl carbonate intermediates obtained react with amines at room temperature in 2-methyltetrahydrofuran, forming the target carbamates and the byproduct 4-propylcatechol, which can be recycled into a carbonate reactant.

Stereo-complementary bioreduction of saturated N-heterocyclic ketones

The asymmetric bioreduction of several saturated N-heterocyclic ketones is demonstrated in a stereo-complementary fashion using the ketoreductases READH and ChKRED20 for the production of (S)- and (R)-alcohols, respectively. The reaction accepts substrates with a five-, six- or seven-membered ring, and exhibits excellent stereoselectivity when using 2-propanol as both the ultimate reducing agent and cosolvent, achieve >99% ee in the majority of cases for both enantiomers.

BRUTON'S TYROSINE KINASE INHIBITORS

Disclosed herein are compounds that form covalent bonds with Bruton's tyrosine kinase (BTK). Methods for the preparation of the compounds are disclosed. Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the BTK inhibitors are disclosed, alone or in combination with other therapeutic agents, for the treatment of autoimmune diseases or conditions, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions. (Formula I)