640042
4-Amino-1-Boc-piperidine
97%
Synonym(s):
1-Boc-4-piperidinamine, tert-Butyl 4-amino-1-piperidinecarboxylate
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About This Item
Empirical Formula (Hill Notation):
C10H20N2O2
CAS Number:
Molecular Weight:
200.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
solid
Assay:
97%
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Quality Level
Assay
97%
form
solid
SMILES string
CC(C)(C)OC(=O)N1CCC(N)CC1
InChI
1S/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-8(11)5-7-12/h8H,4-7,11H2,1-3H3
InChI key
LZRDHSFPLUWYAX-UHFFFAOYSA-N
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Application
4-Amino-1-Boc-piperidine can be used:
- as a starting material in the synthesis of N-(3-(4-hydroxyphenyl)-propenoyl)-amino acid tryptamides, which can act as silent information regulator human type 2 (SIRT2) inhibitors[1]
- to synthesize piperidine-substituted triazine derivatives[2]and piperidinylamino-diarylpyrimidine (pDAPY) derivatives as potent HIV-1 non-nucleoside reverse transcriptase inhibitors (HIV-1 NNRTIs)[3]
Employed in a microwave-assisted solid-phase synthesis of N-substituted piperidines via direct annulation of primary amines with resin-bound dimesylates.[4]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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"Novel piperidinylamino-diarylpyrimidine derivatives with dual structural conformations as potent HIV-1 non-nucleoside reverse transcriptase inhibitors"
Chen X, et al.
Bioorganic & Medicinal Chemistry, 23(24), 6593-6597 (2013)
"N-(3-(4-Hydroxyphenyl)-propenoyl)-amino acid tryptamides as SIRT2 inhibitors"
Kiviranta.HP, et al.
Bioorganic & Medicinal Chemistry, 17(09), 2448-2451 (2007)
Calum Macleod et al.
Journal of combinatorial chemistry, 8(1), 132-140 (2006-01-10)
The microwave-assisted solid-phase synthesis of piperazines, 3,9-diazaspiro[5.5]undecanes and 2,9-diazaspiro[5.5]undecanes is reported. The synthesis relies on the direct annulation of primary amines with resin-bound bismesylates. Critical to the success of this chemistry was the development of alpha-methyl benzyl carbamate resin linker.
"Synthesis and biological evaluation of piperidine-substituted triazine derivatives as HIV-1 non-nucleoside reverse transcriptase inhibitors"
Chen X, et al.
European Journal of Organic Chemistry, 51, 60- 66 (2012)
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