All Photos(1)
Synonym(s):
(S)-3-Amino-2-piperidinone
Empirical Formula (Hill Notation):
C5H11ClN2O
CAS Number:
Molecular Weight:
150.61
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
95%
form
solid
mp
180-203 °C (decomposition)
SMILES string
Cl.N[C@H]1CCCNC1=O
InChI
1S/C5H10N2O.ClH/c6-4-2-1-3-7-5(4)8;/h4H,1-3,6H2,(H,7,8);1H/t4-;/m0./s1
InChI key
NLAYLURYAOXTTE-WCCKRBBISA-N
Application
(S)-3-Amino-2-piperidone hydrochloride can be used as a building block for the synthesis of 5-hydroxy-2-[(3S)-2-oxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione by reacting with 4-hydroxyphthalic anhydride. It is also used to prepare eukaryotic signaling peptide glorin and its synthetic analog glorinamide.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Synthesis, configurational stability and stereochemical biological evaluations of (S)-and (R)-5-hydroxythalidomides
Yamamoto T, et al.
Bioorganic & medicinal chemistry letters, 19(14), 3973-3976 (2009)
Versatile synthesis of the signaling peptide glorin
Barnett R, et al.
Beilstein Journal of Organic Chemistry, 13(1), 247-250 (2017)
Ring-Expansion Reactions of Binaphthyl Azepines and Ferrocenophanes through Metal-Catalyzed [1, 2]-Stevens Rearrangements.
Harthong S, et al.
Synthesis, 45(15), 2070-2078 (2013)
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