344419-25-6

Basic information

• Product Name: 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester
• Synonyms: tert-butyl (3R,4R)-4-Methyl-3-(MethylaMino)piperidine-1-carboxylate;(3R,4R)-tert-butyl 4-Methyl-3-(MethylaMino)piperidine-1-carboxylate;4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester;3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester
• CAS NO: 344419-25-6
• Molecular Formula: C12H24N2O2
• Molecular Weight: 228
• Mol File: 344419-25-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.00
• CAS DataBase Reference: 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester(344419-25-6)
• EPA Substance Registry System: 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester(344419-25-6)

Safety Data

• Hazardous Substances Data: 344419-25-6(Hazardous Substances Data)

Usage

Description

3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is a chemical compound that belongs to the class of piperidine derivatives. It is a tert-butyl ester derivative of 3R,4R-4-methyl-3-methylamino-piperidine-1-carboxylic acid, characterized by its unique chemical structure and biological activity. 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is commonly used in organic synthesis and pharmaceutical research, and it holds potential for the development of new drugs and therapeutic agents.

Uses

Used in Pharmaceutical Research:
3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is used as a key intermediate in pharmaceutical research for the synthesis of complex molecules. Its properties and reactivity make it a valuable building block in the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is utilized as a versatile reagent. Its unique structure allows for the creation of a wide range of chemical compounds, contributing to advancements in medicinal chemistry and related scientific fields.
Used in Drug Development:
3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is employed as a precursor in the development of new drugs. Its potential applications in medicinal chemistry make it an important compound for the creation of innovative therapeutic agents that address various health conditions.
Overall, 3R,4R-4-Methyl-3-methylamino-piperidine-1-carboxylic acid tert-butyl ester is an important chemical compound with promising potential in various scientific and industrial applications, particularly in the fields of pharmaceutical research, organic synthesis, and drug development.

Upstream product

• 1121-19-3 4-methylpyridin-3-ol 
• 374794-77-1 tert-butyl 4-methyl-3-oxopiperidine-1-carboxylate 
• 32018-96-5 1-benzyl-4-methyl-piperidin-3-one 
• 175406-94-7 1-benzyl-3-oxopiperidine-4-carboxylic acid methyl ester 
• 50-00-0 formaldehyd 
• 1207853-61-9 (3R,4R)-3-amino-4-methylpiperidine-1-carboxylic acid tert-butyl ester 
• 71233-25-5 ethyl 1-tert-butoxycarbonyl-3-oxopiperidine-4-carboxylate 
• 52763-21-0 ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1312762-43-8 (3R,4R)-4-methyl-3-(methyl-((R)-1-phenylethyl)amino)piperidine-1-carboxylic acid tert-butyl ester 
• 1312762-41-6 (3R,4R)-1-(tert-butoxycarbonyl)-4-hydroxymethyl-3-{methyl[(1R)-1-phenylethyl]amino}piperidine 
• 388108-70-1 ethyl (3R,4R)-1-(tert-butoxycarbonyl)-3-{[(1R)-1-phenylethyl]amino}piperidine-4-carboxylate 
• 388108-67-6 5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester 

Downstream Products

• 1260590-51-9 N-methyl-N-((3R,4R)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-D]pyrimidin-4-amine hydrochloride 

Relevant articles and documents

Synthetic method for compound

The invention provides a synthetic method for a compound having a structural formula represented by a formula (V) shown in the specification. The method comprises the following steps: 1) performing hydrodebenzylation on a compound having a structural formula represented by a formula (I) shown in the specification to obtain a compound having a structural formula represented by a formula (II) shownin the specification; 2) allowing a compound having a structural formula represented by a formula (III) to be in contact with the compound having the structural formula represented by the formula (II)to obtain a compound having a structural formula represented by a formula (IV) shown in the specification; and 3) allowing the compound having the structural formula represented by the formula (IV) to be in contact with an acid solution to remove t-butoxycarbonyl protection, so as to obtain the compound having the structural formula represented by the formula (V). The synthetic method provided bythe invention has the advantages of a short synthetic route, a simple process, easy availability of the raw materials, simple post-treatment, good quality and a high yield, and is suitable for industrial production of tasocitinib and an intermediate of the tasocitinib.

The protection of the nitrogen of (3R, 4R) -3 - methylamino -4 - methyl piperidine asymmetric synthesis method, relevant intermediate and a method for preparing raw materials thereof

The invention relates to a preparation method of nitrogen protected (3R,4R)-3-methylamino-4-methylpiperidine (I). The method comprises the following steps: carrying out a reductive amination reaction on a compound of formula (III) and (R)-1-phenylethylamine to obtain a compound of formula (II), removing chiral prosthetic groups from the compound of formula (II), and adding a methyl group to the amino group of the compound of formula (II) in order to obtain nitrogen protected (3R,4R)-3-methylamino-4-methylpiperidine (I), wherein R in each of the formula (I), the formula (II) and the formula (III) is an amino protection group or hydrogen, and the amino protection group can be C1-4 alkoxycarbonyl, benzyloxycarbonyl or benzyl groups which can be removed through hydrolysis or hydrogenation. The asymmetric synthesis method of nitrogen protected (3R,4R)-3-methylamino-4-methylpiperidine (I) has the advantages of reasonable technology, concise route, obtaining of the required product in a high ee value manner by constructing two chiral centers through chiral induced one-step reductive amination, cheap raw materials, and no waste isomer emission, and is suitable for large-scale industrialized production.