75844-69-8

Basic information

• Product Name: 1-Boc-piperidine
• Synonyms: 1-Boc-piperidine, N-(tert-Butoxycarbonyl)piperidine;1-(tert-Butyloxycarbonyl)piperidine;Piperidine-1-carboxylic acid tert-butyl ester;tert-butyl piperidine-1-carboxylate;1-Piperidinecarboxylic acid, 1,1-diMethylethyl ester;N-Boc-tetrahydropyridine;1-(tert-Butoxycarbonyl)piperidine;1-BOC-PIPERIDINE
• CAS NO: 75844-69-8
• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.26
• Product Categories: Piperidine
• Mol File: 75844-69-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 130-140°C 15mm
• Flash Point: 188 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.964 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0329mmHg at 25°C
• Refractive Index: n20/D 1.454(lit.)
• Storage Temp.: Keep Cold
• PKA: -1.28±0.20(Predicted)
• BRN: 3604898
• CAS DataBase Reference: 1-Boc-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-piperidine(75844-69-8)
• EPA Substance Registry System: 1-Boc-piperidine(75844-69-8)

Safety Data

• Hazard Codes: T,N,Xi
• Statements: 25-36/37/38-50
• Safety Statements: 26-36-45-60-61
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT, KEEP COLD
• PackingGroup: Ⅲ
• Hazardous Substances Data: 75844-69-8(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

InChI:InChI=1/C10H19NO2/c1-10(2,3)13-9(12)11-7-5-4-6-8-11/h4-8H2,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1003858-50-1 2-(3-methoxyphenyl)-5, 5-dimethyl-1,3,2-dioxaborinane 
• 180695-79-8 tert-butyl 4-bromo-1-piperidinecarboxylate 
• 109384-19-2 t-butyl 4-hydroxy piperidine-1-carboxylate 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 100-58-3 phenylmagnesium bromide 
• 301673-14-3 tert-butyl 4-iodopiperidine-1-carboxylate 
• 110-89-4 piperidine 
• 27578-60-5 1-(2-aminoethyl)piperidine 
• 29110-74-5 3-chloroindazole 

Downstream Products

• 383128-22-1 (+/-)-2-(3-methoxyphenyl)-piperidine 
• 63359-20-6 2-(4-methoxyphenyl)-piperidine hydrochloride 
• 385765-94-6 2-(1-phenyl-1,2-butadienyl)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester 
• 177587-81-4 bis(1,1-dimethylethyl) [1,2-ethylenediamine]-1,1'-dicarboxylate 
• 113-45-1 dl-threo-methylphenidate 
• 113-45-1 methyl (R*)-2-phenyl-2-((S*)-piperidin-2-yl)acetate 
• 40572-71-2 threo-(-)-Methylphenidate 
• 40431-64-9 dexmethylphenidate 
• 40431-63-8 methyl (αS,2R)-phenyl-(piperidin-2-yl)acetate 

Relevant articles and documents

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands

Cobalt(II) halides in combination with phenoxyimine (FI) ligands generated efficient precatalysts in situ for the C(sp2)-C(sp3) Suzuki-Miyaura cross-coupling between alkyl bromides and neopentylglycol (hetero)arylboronic esters. The protocol enabled efficient C-C bond formation with a host of nucleophiles and electrophiles (36 examples, 34-95%) with precatalyst loadings of 5 mol %. Studies with alkyl halide electrophiles that function as radical clocks support the intermediacy of alkyl radicals during the course of the catalytic reaction. The improved performance of the FI-cobalt catalyst was correlated with decreased lifetimes of cage-escaped radicals as compared to those of diamine-type ligands. Studies of the phenoxyimine-cobalt coordination chemistry validate the L,X interaction leading to the discovery of an optimal, well-defined, air-stable mono-FI-cobalt(II) precatalyst structure.

Cobalt-Catalyzed Cross-Coupling of 3- and 4-Iodopiperidines with Grignard Reagents

A cobalt-catalyzed cross-coupling between 3- and 4-iodopiperidines and Grignard reagents is disclosed. The reaction is an efficient, cheap, chemoselective, and flexible way to functionalize piperidines. This coupling was used as the key step to realize a short synthesis of (±)-preclamol. Some mechanistic investigations were conducted that highlight the formation of radical intermediates. Scaffold synthesis: A cobalt-catalyzed cross-coupling between iodopiperidines and Grignard reagents is reported (see scheme; PG=protecting group). A large variety of 3- and 4-substituted piperidines were synthesized and the method was applied to a short synthesis of (±)-preclamol. This work constitutes one of the rare examples of cross-couplings involving 3-halogeno piperidines.

Sulfamato hydroxamic acid metalloprotease inhibitor

A sulfamato hydroxamic acid compound that, inter alia, inhibits matrix metalloprotease (mmp) activity is disclosed as are a process for preparing the same, intermediate compounds useful in those syntheses, and a treatment process that comprises administering a contemplated sulfamato hydroxamic acid compound in a MMP enzyme-inhibiting effective amount to a host having a condition associated with pathological matrix metalloprotease activity.