174543-74-9

Basic information

• Product Name: PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER
• Synonyms: PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER;N-Cbz-3-piperidine-carboxylic acid methyl ester;Methyl N-Cbz-3-piperidinecarboxylate;1-benzyl 3-Methyl piperidine-1,3-dicarboxylate;Methyl 1-Cbz-piperidine-3-carboxylate
• CAS NO: 174543-74-9
• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.31566
• Mol File: 174543-74-9.mol

Chemical Properties

• Boiling Point: 390.418 °C at 760 mmHg
• Flash Point: 189.918 °C
• Appearance: /
• Density: 1.188 g/cm³
• Refractive Index: 1.538
• Storage Temp.: 2-8°C
• PKA: -2.53±0.40(Predicted)
• CAS DataBase Reference: PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER(174543-74-9)
• EPA Substance Registry System: PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER(174543-74-9)

Safety Data

• Hazardous Substances Data: 174543-74-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER is used as a chemical intermediate for the synthesis of various drugs and pharmaceutical products. Its unique structure and properties make it a valuable component in the development of new medications and therapies.
It is important to handle and store PIPERIDINE-1,3-DICARBOXYLIC ACID 1-BENZYL ESTER 3-METHYL ESTER with proper care and according to safety guidelines to prevent any potential hazards.

InChI:InChI=1/C15H19NO4/c1-19-14(17)13-8-5-9-16(10-13)15(18)20-11-12-6-3-2-4-7-12/h2-4,6-7,13H,5,8-11H2,1H3

Upstream product

• 498-95-3 nipecotic acid 
• 501-53-1 benzyl chloroformate 
• 67-56-1 methanol 
• 78190-11-1 1-benzyloxycarbonylpiperidine-3-carboxylic acid 

Downstream Products

• 174543-80-7 3-Amino-3-methyl-piperidine-1-carboxylic acid benzyl ester 
• 174543-79-4 3-Carbamoyl-3-methyl-piperidine-1-carboxylic acid benzyl ester 
• 174543-78-3 1-((benzyloxy)carbonyl)-3-methylpiperidine-3-carboxylic acid 
• 174543-81-8 3-Acetylamino-3-methyl-piperidine-1-carboxylic acid benzyl ester 

Relevant articles and documents

Preparation method of carboxylic ester compound

The invention relates to a preparation method of a carboxylic ester compound, which comprises the following steps: reacting carboxylic acid with methanol in air under the catalysis of nitrite to obtain an ester compound, the preparation method disclosed by the invention has the advantages of rich raw material sources, cheap and easily available catalyst, mild reaction conditions, simplicity and convenience in operation and the like, a series of fatty carboxylic acids can be modified with high yield, and particularly, the traditional esterification method is generally not suitable for esterification of drug molecules. By utilizing the method, a series of known drug molecules can be modified, so that a shortcut is provided for discovering new drug molecules.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

On the Ritter reaction of cyclic hydroxyamines: Synthesis of conformationally-restricted reduced amide dipeptide isosteres

The Ritter reactions of 3-alkyl-3-hydroxyazetidine or -piperidine derivatives give low yields of the desired products, whereas the 3-alkyl-3-hydroxy-pyrrolidine and 4-alkyl-4-hydroxy-piperidine derivatives react smoothly to give the corresponding acetamides. An alternative route to 3-acylamino-3-alkylpiperidines, which were designed as conformationally-restricted reduced amide dipeptide isosteres, was devised from nipecotic acid vai a Hofmann rearrangement.