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About This Item
Empirical Formula (Hill Notation):
C5H10N2O2 · 2HCl
CAS Number:
Molecular Weight:
203.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Product Name
(R)-2-Piperazinecarboxylic acid dihydrochloride, ≥98.0%
InChI
1S/C5H10N2O2.2ClH/c8-5(9)4-3-6-1-2-7-4;;/h4,6-7H,1-3H2,(H,8,9);2*1H/t4-;;/m1../s1
SMILES string
Cl.Cl.OC(=O)[C@H]1CNCCN1
InChI key
WNSDZBQLMGKPQS-RZFWHQLPSA-N
assay
≥98.0% (T)
≥98.0%
form
solid
optical activity
[α]20/D +5±1°, c = 1% in H2O
Quality Level
Application
(R)-2-Piperazinecarboxylic acid dihydrochloride can be used as a starting material for the synthesis of (R)-enantiomers of anthramycin analogs, which are potential antiproliferative agents. It can also be employed in the preparation of piperazinemethanol chiral ligands, which can be utilized in the enantioselective borane reduction of aromatic ketones, ketimine, and oxime ether.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Mieczkowski A, et al.
Bioorganic & medicinal chemistry letters, 28(4), 618- 625 (2018)
Enantiomerically pure 2-piperazinemethanols as novel chiral ligands of oxazaborolidine catalysts in enantioselective borane reductions
Inoue T, et al.
Tetrahedron Letters, 40(29), 5379- 5382 (1999)
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