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

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

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.

CARBINOL DERIVATIVES HAVING HETEROCYCLIC LINKER

[Object] It is to provide a novel LXRβ agonist useful as a preventative and/or therapeutic agent for atherosclerosis; arteriosclerosis such as those resulting from diabetes; dyslipidemia; hypercholesterolemia; lipid-related diseases; inflammatory diseases that are caused by inflammatory cytokines; skin diseases such as allergic skin diseases; diabetes; or Alzheimer's disease. [Solving Means] A carbinol compound represented by the following general formula (I) or salt thereof, or their solvate: (wherein, each V and W independently show N or C—R7; each X and Y independently show CH2, C═O, SO2, etc; Z shows CH or N; each R1, R2 and R7 independently show a hydrogen atom, C1-8 alkyl group, etc.; R3 shows C1-8 alkyl group; R4 shows an optionally substituted C6-10 aryl group or an optionally substituted 5- to 11-membered heterocyclic group; R5 and R6 show a hydrogen atom, etc.; L shows a C1-8 alkyl chain optionally substituted with an oxo group, etc.; and n shows any integer of 0 to 2.)

Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to δ-opioid receptor ligands

A convenient, high-yield enantioconvergent synthesis of (-)-1-allyl-(2S,5R)-dimethylpiperazine from trans-2,5-dimethylpiperazine has been developed. This compound is an important intermediate in the synthesis of Δ-opioid receptor ligands. The process allows for the laboratory preparation of 100 g quantities of this enantiomerically pure diamine without chromatography. The key steps in the sequence were an efficient optical resolution using relatively inexpensive resolving agents, followed by interconversion of the unwanted (+)-enantiomer into the desired (-)-enantiomer.