391204
Methyl pipecolinate hydrochloride
97%
Synonym(s):
Methyl 2-piperidinecarboxylate hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C7H13NO2 · HCl
CAS Number:
Molecular Weight:
179.64
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Quality Level
assay
97%
mp
205 °C (dec.) (lit.)
functional group
ester
SMILES string
Cl.COC(=O)C1CCCCN1
InChI
1S/C7H13NO2.ClH/c1-10-7(9)6-4-2-3-5-8-6;/h6,8H,2-5H2,1H3;1H
InChI key
APCHKWZTSCBBJX-UHFFFAOYSA-N
General description
Methyl pipecolinate hydrochloride is a hydrochloride salt of methyl piperidine-2-carboxylate (methyl pipecolinate). The kinetics of the enzymatic separation of enantiomeric forms of methyl pipecolinate using Candida antarctica Lipase A (CAL-A) has been reported. Its role as catalyst for the standard Diels-Alder reaction has been examined.
Application
Reactant for synthesis of:
A pipecolic linker
Antiviral agents
Aurora and epidermal growth factor receptor kinase inhibitor
Pyrrolidine derivatives via reduction of substituted pyrroles
Reactant for:
Petasis reactions
Decarbonylative radical cyclization of alpha-amino selenoesters upon electrophilic alkenes
A pipecolic linker
Antiviral agents
Aurora and epidermal growth factor receptor kinase inhibitor
Pyrrolidine derivatives via reduction of substituted pyrroles
Reactant for:
Petasis reactions
Decarbonylative radical cyclization of alpha-amino selenoesters upon electrophilic alkenes
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Enantioselective lipase-catalyzed reactions of methyl pipecolinate: transesterification and N-acylation.
Liljeblad, A, et al.
Tetrahedron Letters, 43(13), 2471-2474 (2002)
Alkoxycarbonylpiperidines as N-nucleophiles in the palladium-catalyzed aminocarbonylation.
Takacs A, et al.
Monatshefte fur Chemie / Chemical Monthly, 145(9), 1473-1478 (2014)
The α-effect in cyclic secondary amines: new scaffolds for iminium ion accelerated transformations.
Brazier JB, et al.
Tetrahedron, 65(48), 9961-9966 (2009)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 391204-5G | 04061831973600 |
| 391204-25G | 04061833045688 |