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640042

4-Amino-1-Boc-piperidine

Name: 4-Amino-1-Boc-piperidine
Brand: ALDRICH

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:

87120-72-7

Molecular Weight:

200.28

NACRES:

NA.22

PubChem Substance ID:

24883073

UNSPSC Code:

12352100

MDL number:

MFCD01076201

Assay:

97%

Form:

solid

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Properties

Quality Level

100

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

Description

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
to synthesize piperidine-substituted triazine derivativesand piperidinylamino-diarylpyrimidine (pDAPY) derivatives as potent HIV-1 non-nucleoside reverse transcriptase inhibitors (HIV-1 NNRTIs)

Employed in a microwave-assisted solid-phase synthesis of N-substituted piperidines via direct annulation of primary amines with resin-bound dimesylates.

pictograms

GHS05,GHS07

signalword

Danger

hcodes

H302,H315,H318,H335

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Annulation of primary amines to piperazines and diazaspirocycles utilizing alpha-methyl benzyl resin.

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.

"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)

"Synthesis and biological evaluation of piperidine-substituted triazine derivatives as HIV-1 non-nucleoside reverse transcriptase inhibitors"