370142
(S)-(−)-2-Hydroxy-N-methylsuccinimide
97%
Synonym(s):
(S)-(−)-3-Hydroxy-1-methyl-2,5-pyrrolidinedione
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About This Item
Empirical Formula (Hill Notation):
C5H7NO3
CAS Number:
Molecular Weight:
129.11
Beilstein:
4350458
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
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Quality Level
Assay
97%
form
solid
optical activity
[α]20/D −75°, c = 3.5 in ethanol
mp
82-87 °C (lit.)
SMILES string
CN1C(=O)C[C@H](O)C1=O
InChI
1S/C5H7NO3/c1-6-4(8)2-3(7)5(6)9/h3,7H,2H2,1H3/t3-/m0/s1
InChI key
NLKACWKSCREJEL-VKHMYHEASA-N
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Application
(S)-(-)-2-Hydroxy-N-methylsuccinimide may be used as a chiral auxiliary to enhance the diastereomeric excess of the Diels-Alder adducts formed in asymmetric Diels-Alder reactions.
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)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Novel Potassium-Channel Openers: Preparation and Pharmacological Evaluation of Racemic and Optically Active N-(6-Amino-3-pyridyl)-N'-bicycloalkyl-N''-cyanoguanidine Derivatives
Eda M, et al.
Journal of Medicinal Chemistry, 37(13), 1983-1990 (1994)
Asymmetric Diels-Alder addition of cyclopentadiene to chiral naphthoquinones.
Brimble MA, et al.
Tetrahedron Asymmetry, 9(7), 1239-1255 (1998)
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