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(1S,2S,4S,5S)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane

Catalog Number
ACM539834167-3
Product Name
(1S,2S,4S,5S)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane
Structure
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CAS
539834-16-7
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Synonyms
539834-16-7;(1S,2S,4S,5S)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane;6,6'-((1E,1'E)-((1S,2S,4S,5S)-Bicyclo[2.2.1]heptane-2,5-diylbis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol);CTK1G8625;ANW-31906;ZINC72099454;AKOS015837807;RTR-019075;N,N'-Bis(3,5-di-tert-butylsalicylidene)-2beta,5beta-methanocyclohexane-1alpha,4alpha-diamine;
IUPAC Name
2,4-ditert-butyl-6-[[(1S,2S,4S,5S)-5-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]-2-bicyclo[2.2.1]heptanyl]iminomethyl]phenol;
Molecular Weight
558.851g/mol
Molecular Formula
C37H54N2O2;
Canonical SMILES
CC(C)(C)C1=CC(=C(C(=C1)C=NC2CC3CC2CC3N=CC4=CC(=CC(=C4O)C(C)(C)C)C(C)(C)C)O)C(C)(C)C;
InChI
InChI=1S/C37H54N2O2/c1-34(2,3)26-14-24(32(40)28(18-26)36(7,8)9)20-38-30-16-23-13-22(30)17-31(23)39-21-25-15-27(35(4,5)6)19-29(33(25)41)37(10,11)12/h14-15,18-23,30-31,40-41H,13,16-17H2,1-12H3/t22-,23-,30-,31-/m0/s1;
InChI Key
WDMYJUKMBXUTIA-FPACPZPDSA-N;
Complexity
866
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
4
Exact Mass
558.419g/mol
H-Bond Acceptor
4
H-Bond Donor
2
Heavy Atom Count
41
Monoisotopic Mass
558.419g/mol
Rotatable Bond Count
8
Topological Polar Surface Area
65.2A^2
Application
The purpose of (1S,2S,4S,5S)-2,5-Bis(3,5-di-tert-butyl-2-hydroxybenzylideneamino)bicyclo[2.2.1]heptane is to serve as a ligand in the development of chromium-based catalysts, which are utilized in the asymmetric Nozaki-Hiyama-Kishi addition reaction involving aldehydes and allyl and vinyl halides. This specific application is crucial in advancing the efficiency and selectivity of these chemical transformations.
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