684120
(1S,2S)-1,2-Bis(4-methoxyphenyl)ethylenediamine dihydrochloride
96%
Synonym(s):
(1S,2S)-1,2-Bis(4-methoxyphenyl)-1,2-ethanediamine dihydrochloride
About This Item
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Quality Level
assay
96%
form
powder
optical activity
[α]22/D +11°, c = 1 in H2O
mp
235-239 °C
functional group
amine
SMILES string
Cl.Cl.COc1ccc(cc1)[C@H](N)[C@@H](N)c2ccc(OC)cc2
InChI
1S/C16H20N2O2.2ClH/c1-19-13-7-3-11(4-8-13)15(17)16(18)12-5-9-14(20-2)10-6-12;;/h3-10,15-16H,17-18H2,1-2H3;2*1H/t15-,16-;;/m0../s1
InChI key
XOCFEHGXXCSIDO-SXBSVMRRSA-N
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Articles
Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals.
Related Content
The Chin group is interested in computational and experimental approaches to understanding stereoselective recognition and catalysis. Their studies in weak forces (H-bonding, electronic and steric effects) has led to a highly efficient method for making limitless varieties of chiral vicinal diamines from the 'mother diamine' that are useful for developing stereoselective organocatalysts or transition metal-based catalysts as well as for developing drugs (Acc Chem Res (2012) p1345). The 'mother diamine' is also useful for making binol, monophos and binap analogs. The Chin group is also interested in using reversible covalent bonds for stereoselective recognition and L to D conversion of natural and non-natural amino acids (EJOC (2012) p229).
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