548762-66-9

Basic information

• Product Name: (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(2S,5R)-1-N-BOC-2,5-DIMETHYLPIPERAZINE;tert-butyl (2S,5R)-2,5-diMethylpiperazine-1-carboxylate;(2S,5R)-1-Boc-2,5-diMethylpiperazine-HCl;(2S,5R)-1-Boc-2,5-diMethylpiperazine hydrochloride;(2S,5R)-2,5-DiMethyl-1-piperazinecarboxylic Acid 1,1-DiMethylethyl Ester;(2S,5R)-1-Boc-2,5-diMethylpiperazine/(2S,5R)-tert-butyl 2,5-diMethylpiperazine-1-carboxylate;(2S,5R)-2,5-Dimethyl-1-piperazinecarboxylic acid tert-butyl ester
• CAS NO: 548762-66-9
• Molecular Formula: C₁₁H₂₂N₂O₂
• Molecular Weight: 214.30458
• Product Categories: Amines;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Protein Kinase Inhibitors and Activators
• Mol File: 548762-66-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 280℃
• Flash Point: 123℃
• Appearance: /
• Density: 0.970
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.452
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.55±0.60(Predicted)
• CAS DataBase Reference: (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(548762-66-9)
• EPA Substance Registry System: (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(548762-66-9)

Safety Data

• Hazardous Substances Data: 548762-66-9(Hazardous Substances Data)

Usage

Description

(2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its specific stereochemistry, with the 2S,5R configuration, and is esterified with a tert-butyl group. (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER plays a significant role in the development of novel drugs with improved pharmacokinetic properties and therapeutic applications.

Uses

Used in Pharmaceutical Industry:
(2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is used as an intermediate in the synthesis of a series of derivatives of the 4-fluorobenzyl dimethylpiperazine-indole class of p38α MAP kinase inhibitors. These inhibitors are designed to have improved pharmacokinetic properties, which can lead to better drug efficacy and reduced side effects in the treatment of various diseases.
Used in Enantioselective Synthesis:
In the field of enantioselective synthesis, (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is utilized as an important intermediate in the synthesis of (-)-1-allyl-(2S,5R)-dimethylpiperazine (I). (2S,5R)-2,5-DIMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is a key intermediate in the development of δ-opioid receptor ligands, which have potential applications in the treatment of pain and addiction. The enantioselective synthesis of these ligands ensures that the desired stereoisomer is obtained, which is crucial for the biological activity and safety of the final drug product.

InChI:InChI=1/C11H22N2O2/c1-8-7-13(9(2)6-12-8)10(14)15-11(3,4)5/h8-9,12H,6-7H2,1-5H3/t8-,9+/m1/s1

Upstream product

• 548762-65-8 (2R,5S)-1-benzyloxycarbonyl-4-tert-butoxycarbonyl-2,5-dimethylpiperazine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 155836-79-6 (+)-(2S,5R)-1-allyl-2,5-dimethylpiperazine 
• 2815-34-1 2,5-dimethyl-piperazine 
• 548762-64-7 (2R,5S)-1-benzyloxycarbonyl-2,5-dimethylpiperazine 
• 548762-58-9 (2S,5R)-1-allyl-4-benzyloxycarbonyl-2,5-dimethylpiperazine 
• 1218941-14-0 C₁₈H₂₇FN₂O₂ 

Downstream Products

• 155836-78-5 (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine 
• 1374891-79-8 (2S,5R)-4-[5-(4-bromo-3-trifluoromethoxy-phenylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 1374892-23-5 (2S,5R)-4-[5-(4-bromo-2-fluoro-5-trifluoromethoxy-phenylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 1374892-35-9 (2S,5R)-4-[5-(4-bromo-2-chloro-5-trifluoromethyl-phenylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 1374892-68-8 (2S,5R)-4-[5-(4'-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methyl-butyryl)-pyrrolidin-2-yl]-1H-imidazol-4-yl}-2-trifluoromethoxy-biphenyl-4-ylcarbamoyl)-pyridin-2-yl]-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester 
• 1374883-22-3 ((S)-1-{(S)-2-[4-(4'-{[6-((2R,5S)-2,5-dimethyl-4-methylcarbamoyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-2'-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester 

Relevant articles and documents

MANUFACTURING METHOD OF OPTICALLY ACTIVE CARBINOL COMPOUND

PROBLEM TO BE SOLVED: To provide a manufacturing method of an optically active carbinol compound having LXRβ activation action and a manufacturing intermediate thereof. SOLUTION: A manufacturing method of an optically active compound represented by the formula (1) comprises manufacturing a 2-(4-(2,5-dimethylpiperazin-1-yl)-3-propylphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol compound which is an important optically active intermediate. COPYRIGHT: (C)2015,JPOandINPIT

Design and synthesis of piperazine-indole p38α MAP kinase inhibitors with improved pharmacokinetic profiles

Derivatives of the 4-fluorobenzyl dimethylpiperazine-indole class of p38α MAP kinase inhibitors are described. Biological evaluation of these compounds focused on maintaining activity while improving pharmacokinetic (PK) properties. Improved properties were observed for structures bearing substitutions on the benzylic methylene.