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Merck
CN

67176

(R)-2-Piperazinecarboxylic acid dihydrochloride

≥98.0%

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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:
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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.

pictograms

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Warning

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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Novel (S)-1, 3, 4, 12a-tetrahydropyrazino [2, 1-c][1, 4] benzodiazepine-6, 12 (2H, 11H)-dione derivatives: Selective inhibition of MV-4-11 biphenotypic b myelomonocytic leukemia cells? growth is accompanied by reactive oxygen species overproduction and apoptosis
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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