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Merck
CN

556017

N-Boc-4-piperidinemethanol

97%

Synonym(s):

N-tert-Butyloxycarbonyl-4-piperidinemethanol

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About This Item

Empirical Formula (Hill Notation):
C11H21NO3
CAS Number:
Molecular Weight:
215.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
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InChI

1S/C11H21NO3/c1-11(2,3)15-10(14)12-6-4-9(8-13)5-7-12/h9,13H,4-8H2,1-3H3

SMILES string

CC(C)(C)OC(=O)N1CCC(CO)CC1

InChI key

CTEDVGRUGMPBHE-UHFFFAOYSA-N

assay

97%

form

solid

mp

78-82 °C (lit.)

functional group

hydroxyl

General description

N-Boc-4-piperidinemethanol contains a tert-butyloxycarbonyl (t-BOC)-protecting group. It can be synthesized from 4-piperidinemethanol via reaction with di-tert-butyldicarbonate.

Application

N-Boc-4-piperidinemethanol may be used to synthesize:
  • methyl 5-methoxy-4-(1-methylpiperidin-4-ylmethoxy)-2-nitrobenzoate
  • N-Boc-4-piperidinecarboxaldehyde
  • [1-(tert-butoxycarbonyl)piperidin-4-yl]methyl methanesulfonate
Involved in the synthesis of bradycardic agents.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Synthesis and nanostructures of 5, 10, 15, 20-tetrakis (4-piperidyl) porphyrin.
JacobsenJL, et al.
Tetrahedron, 69(48), 10507-10515 (2013)
Hideki Kubota et al.
Bioorganic & medicinal chemistry letters, 14(12), 3049-3052 (2004-05-20)
A series of piperidinoalkanoyl-1,2,3,4-tetrahydroisoquinoline derivatives were synthesized, and their bradycardic activities were investigated in the isolated right atria of guinea pigs and in conscious rats. These efforts identified the achiral compound 2f, which exhibited potent and long-lasting bradycardic activity with
Fluorine-18 labeling of 6, 7-disubstituted anilinoquinazoline derivatives for positron emission tomography (PET) imaging of tyrosine kinase receptors: synthesis of 18F-Iressa and related molecular probes.
Seimbille Y, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 48(11), 829-843 (2005)
Daniele Zampieri et al.
European journal of medicinal chemistry, 44(1), 124-130 (2008-04-29)
We describe here the synthesis and the binding interaction with sigma(1) and sigma(2) receptors of a series of new benzo[d]oxazol-2(3H)-one derivatives variously substituted on the N-benzyl moiety. The results of binding studies confirm the notion that the benzoxazolone moiety confers

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