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712337

Sigma-Aldrich

(2R,2′R)-1,1′-Bis(6-methyl-2-pyridinylmethyl)-2,2′-bipyrrolidine tetrahydrochloride

96%

Synonym(s):

(R,R)-6-Me2-BPBP tetrahydrochloride, 2,2′-[(2R,2′R)-[2,2′-Bipyrrolidine]-1,1′-diylbis(methylene)]bis[6-methylpyridine] tetrahydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H30N4 · 4HCl
CAS Number:
Molecular Weight:
496.34
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

Assay

≥95.5% (HPLC)
95.5-104.5% (AT)
96%

form

lumps

optical activity

[α]/D +10.0±1.0°, c = 1 in H2O

SMILES string

Cl.Cl.Cl.Cl.Cc1cccc(CN2CCC[C@@H]2[C@H]3CCCN3Cc4cccc(C)n4)n1

InChI

1S/C22H30N4.4ClH/c1-17-7-3-9-19(23-17)15-25-13-5-11-21(25)22-12-6-14-26(22)16-20-10-4-8-18(2)24-20;;;;/h3-4,7-10,21-22H,5-6,11-16H2,1-2H3;4*1H/t21-,22-;;;;/m1..../s1

InChI key

ZWSAWWIIHCCUJE-KGRCRCTKSA-N

Application

Ligand for iron complexes - for the asymmetric olefin cis-dihydroxylation with very high ee.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Iron-catalyzed asymmetric olefin cis-dihydroxylation with 97% enantiomeric excess.
Ken Suzuki et al.
Angewandte Chemie (International ed. in English), 47(10), 1887-1889 (2008-02-01)

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