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  • 798827 - (S)-N-Butyl-1-[(2-hydroxybenzyl)-L-valyl]pyrrolidine-2-carboxamide

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798827 Sigma-Aldrich

(S)-N-Butyl-1-[(2-hydroxybenzyl)-L-valyl]pyrrolidine-2-carboxamide

Synonym: Yoon Syn-[2+2]-Photocycloaddition Ligand

  • CAS Number 1613249-60-7

  • Empirical Formula (Hill Notation) C21H33N3O3

  • Molecular Weight 375.51

  •  PubChem Substance ID 329768672

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Cycloaddition
Quality Level   100
form   liquid
storage temp.   2-8°C
SMILES string   OC1=C(CN[C@@H](C(C)C)C(N2[C@H](C(NCCCC)=O)CCC2)=O)C=CC=C1
InChI   1S/C21H33N3O3/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/h6-7,9,11,15,17,19,23,25H,4-5,8,10,12-14H2,1-3H3,(H,22,26)/t17-,19-/m0/s1
InChI key   YETNAJXRRQTUPV-HKUYNNGSSA-N

Description

General description

(S)-N-Butyl-1-[(2-hydroxybenzyl)-L-valyl]pyrrolidine-2-carboxamide is a secondary amine ligand. It act as a Lewis acid co-catalyst for [2+2] cycloaddition on complexation with Eu(OTf)3 (europium(III)triflate).

Application

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

Packaging

50 mg in glass bottle

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Yoon Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Yoon Group – Professor Product Portal
Keywords: Catalysis, Cycloadditions, Ligands, Oxidations

Peer-Reviewed Papers
15

References

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