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(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone - >97.0%(GC), high purity , CAS No.346440-54-8

  • ≥97%(GC)
Item Number
S161185
Grouped product items
SKUSizeAvailabilityPrice Qty
S161185-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$109.90
S161185-250mg
250mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$178.90
S161185-1g
1g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$583.90
S161185-5g
5g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,334.90

Basic Description

SynonymsQ27270710 | (2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone | T70804 | (2S,5S)-(-)-5-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone | J-019688 | AKOS000272101 | NSC 400336 | CS-0093648 | Macmillan's imidazolidinone catalysts second generation
Specifications & Purity≥97%(GC)
Shipped InNormal
Product Description

product description:

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral imidazolidinone organocatalyst, developed by MacMillan and co-workers.


application:

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a second-generation MacMillan catalyst, which can be used as a chiral organocatalyst in:

The chiral transformation reaction, including Friedel-Crafts and Mukaiyama-Michael reactions.

The preparation of substituted spiroundecenetriones via asymmetric domino Knoevenagel/Diels-Alder reactions.

The asymmetric synthesis of β-hydroxy aldehydes and their dimethylacetals via aldehyde-aldehyde aldol condensation reaction.

The enantioselective α-fluorination of aldehydes using N-fluorobenzenesulfonamide as a fluorinating agent.

The stereoselective preparation of (oxomethyl)oxabicyclo[3.2.1]octenones and tricyclic pyrroles via [4+3] cycloaddition of (trialkylsiloxy)pentadienals to furans.

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric indole alkylations, Friedel-Crafts alkylations, and a broad range of conjugate addition reactions in high enantiomeric excess.

AI Insight

Names and Identifiers

IUPAC Name (2S,5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one
INCHI InChI=1S/C15H22N2O/c1-15(2,3)14-16-12(13(18)17(14)4)10-11-8-6-5-7-9-11/h5-9,12,14,16H,10H2,1-4H3/t12-,14-/m0/s1
InChi Key SKHPYKHVYFTIOI-JSGCOSHPSA-N
Canonical SMILES CC(C)(C)C1NC(C(=O)N1C)CC2=CC=CC=C2
Isomeric SMILES CC(C)(C)[C@H]1N[C@H](C(=O)N1C)CC2=CC=CC=C2
WGK Germany 3
PubChem CID 10309834
Molecular Weight 246.35
Reaxy-Rn 6480916

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

1 results found

Lot NumberCertificate TypeDateItem
E2421431Certificate of AnalysisMar 30, 2024 S161185

Chemical and Physical Properties

Specific Rotation[α]-60° (C=1,MeOH)
Melt Point(°C)100 °C
Molecular Weight246.350 g/mol
XLogP33.000
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass246.173 Da
Monoisotopic Mass246.173 Da
Topological Polar Surface Area32.299 Ų
Heavy Atom Count18
Formal Charge0
Complexity302.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1

Safety and Hazards(GHS)

WGK Germany 3
Reaxy-Rn 6480916

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