132910-79-3

Basic information

• Product Name: N-Boc-DL-Pipecolic acid methyl ester
• Synonyms: N-Boc-DL-Pipecolic acid methyl ester
• CAS NO: 132910-79-3
• Molecular Formula: C₁₂H₂₁NO₄
• Molecular Weight: 0
• Mol File: 132910-79-3.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Boc-DL-Pipecolic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-DL-Pipecolic acid methyl ester(132910-79-3)
• EPA Substance Registry System: N-Boc-DL-Pipecolic acid methyl ester(132910-79-3)

Safety Data

• Hazardous Substances Data: 132910-79-3(Hazardous Substances Data)

Usage

General Description

N-Boc-DL-Pipecolic acid methyl ester is a chemical compound used in organic synthesis and pharmaceutical research. It is a derivative of pipecolic acid, an important building block in the synthesis of various pharmaceuticals and natural products. The compound contains an N-tert-butoxycarbonyl (Boc) protecting group, which is commonly used to protect amine functional groups in organic synthesis. The methyl ester group also provides versatility for further chemical manipulation. N-Boc-DL-Pipecolic acid methyl ester is used in the preparation of various drug candidates and research materials, making it a valuable intermediate in chemical and pharmaceutical industries.

Upstream product

• 32559-18-5 methyl piperidine-2-carboxylate hydrochloride 
• 24608-52-4 tert-butyl chloroformate 
• 1025782-34-6 6-hydroxypiperidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 35677-83-9 methyl pipecolinate 
• 98303-20-9 1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid 
• 74-88-4 methyl iodide 
• 130622-09-2 (+/-) methyl N-tert-butyloxycarbonyl 6-oxo-2-piperidinecarboxylate 
• 4043-87-2 pipecolic Acid 
• 79-22-1 methyl chloroformate 
• 123387-55-3 1-t-butoxycarbonyl-2-tributylstannylpiperidine 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 157634-02-1 tert-butyl 2-formylpiperidine-1-carboxylate 
• 157634-00-9 tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate 
• 183859-36-1 methyl (+/-)-N-(tert-butyloxycarbonyl)piperidin-2-ylacetate 
• 1217-18-1 9-benzoyl-9-azabicyclo[3.3.1]nonan-2-one 
• 470669-09-1 9-benzoyl-1-methyl-9-azabicyclo[3.3.1]non-3-ene 
• 470669-28-4 9-benzoyl-2-methylene-9-azabicyclo[3.3.1]nonane 
• 470669-30-8 9-benzoyl-1-methyl-9-azabicyclo[3.3.1]nonan-4-one 
• 470669-29-5 9-benzoyl-1-methyl-4-methylene-9-azabicyclo[3.3.1]nonane 
• 470669-26-2 9-benzoyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane 
• 470669-27-3 9-benzoyl-1-methyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane 

Relevant articles and documents

Synthesis of 5-substituted pipecolic acid derivatives as new conformationally constrained ornithine and arginine analogues

Two, orthogonally protected, constrained analogues of arginine have been synthesised in a diastereodivergent manner. The key step involved an electrophilic or radical functionalisation of methyl N-Boc-5,6- dehydropipecolate.

AROMATIC ACETYLENE OR AROMATIC ETHYLENE COMPOUND, INTERMEDIATE, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE THEREOF

Disclosed are an aromatic acetylene or aromatic ethylene compound, an intermediate, a preparation method, a pharmaceutical composition and a use thereof. The aromatic acetylene or aromatic ethylene compound has a significant inhibitory effect on PD-1 and PD-L1, and can effectively relieve or treat cancers and other related diseases.

Stereoselective Synthesis of Tricyclic Diproline Analogues that Mimic a PPII Helix: Structural Consequences of Ring-Size Variation

Polycyclic proline-derived scaffolds (ProMs) have recently demonstrated their value as conformationally defined dipeptide analogs for the modular construction of secondary structure mimetics, specifically interfering with PPII helix-mediated protein-protein interactions. We disclose the stereoselective synthesis of two new tricyclic amino acid scaffolds (ProM-4 and ProM-8) that differ from the first generation scaffold ProM-1 by the size of ring A. Conformational preferences and subtle structural differences of the three homologous scaffolds were analyzed by X-ray crystallography, computational calculations, and NMR spectroscopy. N-tert-butoxycarbonyl(Boc)-3-(1-propenyl)azetidine-2-carboxylic acid was prepared from L-aspartic acid through β-lactam intermediates. The corresponding piperidine-based building block rac-N-Boc-3-vinylpipecolic acid was synthesized by Cu-catalyzed 1,4-addition of vinyl-MgBr to methyl N-Boc-2,3-dehydropipecolate. Target molecules were prepared through peptide coupling of the respective ring A building blocks with cis-5-vinylproline tert-butyl ester and subsequent ring-closing metathesis. Selective deprotection of a tert-butyl carbamate (N-Boc protecting group) in the presence of a tert-butyl ester was achieved with trifluoroacetic acid at 0 C. Two new tricyclic amino acid scaffolds, which differ from the first generation scaffold by the size of ring A, were stereoselectively synthesized. The conformational analysis of the three homologous scaffolds was revealed by NMR spectroscopy.