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798819

Sigma-Aldrich

(S)-N-Butyl-1-[(S)-2-((E)-2-hydroxybenzylideneamino)-3-methylbutanoyl]pyrrolidine-2-carboxamide

Synonym(s):

Yoon Anti-[2+2]-Photocycloaddition Ligand

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About This Item

Empirical Formula (Hill Notation):
C21H31N3O3
CAS Number:
1613249-59-4
Molecular Weight:
373.49
UNSPSC Code:
12352111
PubChem Substance ID:
329768671

form

powder

reaction suitability

reaction type: Asymmetric synthesis
reagent type: catalyst
reaction type: Photocatalysis

storage temp.

2-8°C

SMILES string

OC1=C(/C=N/[C@@H](C(C)C)C(N2[C@H](C(NCCCC)=O)CCC2)=O)C=CC=C1

InChI

1S/C21H31N3O3/c1-4-5-12-22-20(26)17-10-8-13-24(17)21(27)19(15(2)3)23-14-16-9-6-7-11-18(16)25/h6-7,9,11,14-15,17,19,25H,4-5,8,10,12-13H2,1-3H3,(H,22,26)/b23-14+/t17-,19-/m0/s1

InChI key

DULOQBOELOOGIJ-DYOPXDPWSA-N

Application

Chiral ligand for the asymmetric [2+2] cycloaddition of enones by photoredox catalysis.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

A Dual-Catalysis Approach to Enantioselective [2 + 2] Photocycloadditions Using Visible Light

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Related Content

Yoon Group – Professor Product Portal

One major theme of research in the Yoon lab is the development of unique chemical transformations enabled by visible light photochemistry. A variety of transition metal photocatalysts responsive to visible light are known, and the Yoon lab has shown that their well understood photochemistry can be coupled to cycloadditions, arene oxidations, amine functionalizations, and thiol-ene reactions, among others.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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