(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride - ≥97%,≥98%(ee) , CAS No.278173-23-2

CAS: 278173-23-2 Cat. No.: S469022 Molecular Weight: 254.76 EC Number: 878-912-0 PubChem CID: 9834882

Synonyms

D72546 | MFCD03426983 | 5-Benzyl-2,2,3-trimethylimidazolidin-4-one hydrochloride, (5S)- | (S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one hydrochloride, (-)- | 4-Imidazolidinone, 2,2,3-trimethyl-5-(phenylmethyl)-, hydrochloride (1:1), (5S)- | YIYFEXGDFJLJG

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Description

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.Used in first highly enantioselective organocatalytic Diels-Alder reaction and 1,3-dipolar addition.

Specifications

Synonyms

D72546 | MFCD03426983 | 5-Benzyl-2, 2, 3-trimethylimidazolidin-4-one hydrochloride, (5S)- | (S)-5-Benzyl-2, 2, 3-trimethylimidazolidin-4-one hydrochloride, (-)- | 4-Imidazolidinone, 2, 2, 3-trimethyl-5-(phenylmethyl)-, hydrochloride (1:1), (5S)- | YIYFEXGDFJLJG

Specifications & Purity

≥97%, ≥98%(ee)

Legal Information

适用美国专利6, 369, 243 和相关专利。仅供研究使用。

Storage

Argon charged, Room temperature

Shipped In

Normal

Names and Identifiers

• Pubchem Sid: 488196342
• Canonical Smiles: CC1(NC(C(=O)N1C)CC2=CC=CC=C2)C.Cl
• IUPAC Name: (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one;hydrochloride
• InChIKey: YIYFEXGDFJLJGM-MERQFXBCSA-N
• INCHI: 1S/C13H18N2O.ClH/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10;/h4-8,11,14H,9H2,1-3H3;1H/t11-;/m0./s1
• Isomeric SMILES: CC1(N[C@H](C(=O)N1C)CC2=CC=CC=C2)C.Cl
• WGK Germany: 3
• PubChem CID: 9834882
• Molecular Weight: 254.76

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Alpha amino acids and derivatives
• Alternative Parents: Imidazolidinones Benzene and substituted derivatives Tertiary carboxylic acid amides Lactams Azacyclic compounds Organic oxides Hydrochlorides Hydrocarbon derivatives Carbonyl compounds Amines
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Alpha-amino acid or derivatives - Monocyclic benzene moiety - Imidazolidinone - Benzenoid - Imidazolidine - Tertiary carboxylic acid amide - Carboxamide group - Lactam - Azacycle - Organoheterocyclic compound - Organonitrogen compound - Hydrochloride - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic oxygen compound - Organooxygen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: moisture sensitive
• Specific Rotation[α]: [α]20/D -67°, c = 1 in H2O
• Melt Point(°C): 157-161 °C (lit.)
• Molecular Weight: 254.750 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.119 Da
• Monoisotopic Mass: 254.119 Da
• Topological Polar Surface Area: 32.299 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 269.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3