88495-54-9

Basic information

• Product Name: L-1-Boc-Nipecotic acid
• Synonyms: N-T-BUTOXYCARBONYL-DL-3-PIPERIDINECARBOXYLIC ACID;N-T-BUTOXYCARBONYL-DL-NIPECOTIC ACID;N-T-BUTOXYCARBONYL-(+/-)-NIPECOTIC ACID;N-T-BUTOXYCARBONYL-(R,S)-NIPECOTIC ACID;N-T-BUTOXYCARBONYL-(R,S)-PIPERIDINE-3-CARBOXYLIC ACID;N-ALPHA-T-BOC-3-CARBOXYPIPERIDINE;N-BOC-DL-NIPECOTIC ACID;(+/-)-N-BOC-PIPERIDINE-3-CARBOXYLIC ACID
• CAS NO: 88495-54-9
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.27
• Product Categories: pharmacetical;chiral;Chiral Reagent;Piperidines;piperidine
• Mol File: 88495-54-9.mol
• Article Data: 55

Chemical Properties

• Melting Point: 159-162 °C(lit.)
• Boiling Point: 353.2 °C at 760 mmHg
• Flash Point: 167.4 °C
• Appearance: /
• Density: 1.164 g/cm³
• Vapor Pressure: 6.15E-06mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: Store at 0-5°C
• PKA: 4.49±0.20(Predicted)
• CAS DataBase Reference: L-1-Boc-Nipecotic acid(CAS DataBase Reference)
• NIST Chemistry Reference: L-1-Boc-Nipecotic acid(88495-54-9)
• EPA Substance Registry System: L-1-Boc-Nipecotic acid(88495-54-9)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50
• Safety Statements: 26-36-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 88495-54-9(Hazardous Substances Data)

Usage

Description

L-1-Boc-Nipecotic acid, also known as 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid, is an organic compound that serves as an important intermediate in the synthesis of various organic chemicals. It is characterized by its white powder form and possesses unique chemical properties that make it a valuable component in the development of pharmaceuticals and other chemical products.

Uses

Used in Pharmaceutical Industry:
L-1-Boc-Nipecotic acid is used as a chemical synthesis intermediate for the production of various pharmaceuticals. Its unique structure allows it to be a key component in the synthesis of drugs that target specific biological pathways, potentially leading to the development of new treatments for various diseases and conditions.
Used in Organic Chemistry Research:
In the field of organic chemistry, L-1-Boc-Nipecotic acid is used as a research compound to study the properties and reactions of organic molecules. Its unique structure and reactivity make it an interesting subject for chemists to explore, potentially leading to new insights and discoveries in the field of organic chemistry.
Used in Chemical Synthesis:
L-1-Boc-Nipecotic acid is used as a building block in the synthesis of complex organic molecules. Its versatility and reactivity make it a valuable component in the creation of new compounds with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(7-12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m0/s1

Upstream product

• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 498-95-3 nipecotic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 121-44-8 triethylamine 
• 114214-69-6 tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 123-91-1 1,4-dioxane 
• 851956-01-9 (S)-(+)-3-piperidinecarboxylic acid hydrochloride 
• 6027-92-5 guvacine hydrobromide 
• 495-19-2 norarecoline 
• 86447-11-2 1-tert-butoxycarbonyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid 
• 92600-27-6 1-(1-chloroethyl) 3-methyl 5,6-dihydropyridine-1,3(2H)-dicarboxylate 
• 300-08-3 arecoline hydrobromide 
• 498-95-3 (S)-nipecotic acid 
• 37675-18-6 (S)-(+)-nipecotic acid ethyl ester 

Downstream Products

• 744221-61-2 3-(3-hexyloxy-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 744221-46-3 3-(3-undecyloxy-phenylcarbamoyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 798576-73-5 N-(tert-butyloxycarbonyl)piperidine-3-carboxylic acid [1(S)-(3,4-dibenzyloxy-5-oxo-2,5-dihydrofuran-2(R)-yl)-2-bromoethyl] ester 
• 859996-19-3 N,N-diethyl-3-piperidinecarboxamide hydrochloride 
• 937724-79-3 C₁₁H₂₀N₂O*HCl 
• 937725-08-1 N-isobutylpiperidine-3-carboxamide hydrochloride 

Relevant articles and documents

Design and evaluation of novel piperidine HIV-1 protease inhibitors with potency against DRV-resistant variants

A novel class of HIV-1 protease inhibitors with flexible piperidine as the P2 ligand was designed with the aim of improving extensive interactions with the active subsites. Many inhibitors exhibited good to excellent inhibitory effect on enzymatic activity and viral infectivity. In particular, inhibitor 3a with (R)-piperidine-3-carboxamide as the P2 ligand and 4-methoxybenzenesulfonamide as the P2’ ligand showed an enzyme Ki value of 29 pM and antiviral IC50 value of 0.13 nM, more than six-fold enhancement of activity compared to DRV. Furthermore, there was no significant change in potency against DRV-resistant mutations and HIV-1NL4?3 variant for 3a. Besides, inhibitor 3a exhibited potent antiviral activity against subtype C variants with low nanomole EC50 values. In addition, the molecular modeling revealed important hydrogen bonds and other favorable van der Waals interactions with the backbone atoms of the protease and provided insight for designing and optimizing more potent HIV-1 protease inhibitors.

NAPHTHO[2,1 -D]THIAZOLE DERIVATIVES, COMPOSITIONS THEREOF AND METHODS OF TREATING DISORDERS

The present application relates to the compounds of formula (I) that inhibit CDK9, pharmaceutical compositions thereof and methods of making and using the same.

Access to 1,3-Dinitriles by Enantioselective Auto-tandem Catalysis: Merging Allylic Cyanation with Asymmetric Hydrocyanation

Enantioselective auto-tandem catalysis represents a challenging yet highlight attractive topic in the field of asymmetric catalysis. In this context, we describe a dual catalytic cycle that merges allylic cyanation and asymmetric hydrocyanation. The one-pot conversion of a broad array of allylic alcohols into their corresponding 1,3-dinitriles proceeds in good yield with high enantioselectivity. The products are densely functionalized and can be easily transformed to chiral diamines, dinitriles, diesters, and piperidines. Mechanistic studies clearly support a novel sequential cyanation/hydrocyanation pathway.