343536
1-Boc-piperazine
97%
Synonym(s):
tert-Butyl piperazine-1-carboxylate
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C9H18N2O2
CAS Number:
Molecular Weight:
186.25
Beilstein:
879985
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
form
solid
mp
43-47 °C (lit.)
SMILES string
CC(C)(C)OC(=O)N1CCNCC1
InChI
1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-4-10-5-7-11/h10H,4-7H2,1-3H3
InChI key
CWXPZXBSDSIRCS-UHFFFAOYSA-N
Looking for similar products? Visit Product Comparison Guide
General description
1-Boc-piperazine is an N-Boc protected piperazine. Crosscoupling of 1-Boc-piperazine with aryl iodides using CuBr/1,1′-bi-2-naphthol (catalyst) and K3PO4 (base) has been reported. 1-Boc-piperazine undergoes Buchwald-Hartwig coupling reactions with aryl halides. 1-Boc-piperazine can be prepared in 80% yield via solvent-free N-Boc protection catalyzed by iodine.
Application
1-Boc-piperazine may be used in:
- preparation of series of (m-phenoxy)phenyl substituted piperazine derivatives
- termination step during synthesis of α,β-poly(2-oxazoline) lipopolymers via living cationic ring opening polymerization
- preparation of monosubstituted piperazines, e.g. in the synthesis of indazole DNA gyrase inhibitors
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Dengfeng Dou et al.
Bioorganic & medicinal chemistry letters, 22(1), 377-379 (2011-11-29)
There is currently an unmet need for the development of small-molecule therapeutics for norovirus infection. The piperazine scaffold, a privileged structure embodied in many pharmacological agents, was used to synthesize an array of structurally-diverse derivatives which were screened for anti-norovius
Akihiko Tanitame et al.
Bioorganic & medicinal chemistry letters, 14(11), 2857-2862 (2004-05-06)
In this study, we report the design, synthesis and structure-activity relationships of novel indazole derivatives as DNA gyrase inhibitors with Gram-positive antibacterial activity. Our results show that selected compounds from this series exhibit potent antibacterial activity against Gram-positive bacteria including
Florencio Zaragoza et al.
Journal of medicinal chemistry, 47(11), 2833-2838 (2004-05-14)
With the aim of identifying structurally novel, centrally acting histamine H(3) antagonists, arrays of monoacyldiamines were screened. This led to the discovery of a series of 1-alkyl-4-acylpiperazines which were potent antagonists at the human histamine H(3) receptor. The most potent
Ravi Varala et al.
The Journal of organic chemistry, 71(21), 8283-8286 (2006-10-10)
An efficient and practical protocol for the protection of various structurally and electronically divergent aryl and aliphatic amines using (Boc)2O in the presence of a catalytic amount of molecular iodine (10 mol %) under solvent-free conditions at ambient temperature is
Nisar Ullah
Journal of enzyme inhibition and medicinal chemistry, 29(2), 281-291 (2013-03-16)
A series of new 5-piperidinyl and 5-piperazinyl-1H-benzo[d]imidazol-2(3H)-ones have been synthesized and evaluated for dual D2 and 5-HT1A receptor binding affinities. The synthesized ligands are structurally related to bifeprunox, a potential atypical antipsychotic, having potent D2 receptor antagonist and 5-HT1A receptor
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service