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556017

Sigma-Aldrich

N-Boc-4-piperidinemethanol

97%

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Synonym(s):
N-tert-Butyloxycarbonyl-4-piperidinemethanol
Empirical Formula (Hill Notation):
C11H21NO3
CAS Number:
Molecular Weight:
215.29
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

78-82 °C (lit.)

SMILES string

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

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

InChI key

CTEDVGRUGMPBHE-UHFFFAOYSA-N

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
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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