Basic information Reaction Safety Supplier Related

(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)

Basic information Reaction Safety Supplier Related

(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Basic information

Product Name:
(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)
Synonyms:
  • Diaminocyclohexanediylbispyridinecarboxamide
  • (1R,2R)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
  • (-)-N,N'-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),min.98%
  • (-)-N,N''-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE), MIN. 98%
  • (R,R)-DACH-pyridyl Trost ligand
  • 1R,2R- N,N’-1,2-Diaminocyclohexanediylbis (2-pyridinecarboxamide)
  • 2,6-Bis[(4R)-benzyl-2-oxazolin-2-yl]-pyridine
  • (R,R)-DACH-pyridyl Trost ligand 95%
CAS:
218290-24-5
MF:
C18H20N4O2
MW:
324.38
Product Categories:
  • DACH&Trost Series
  • Chiral Nitrogen
Mol File:
218290-24-5.mol
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(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Chemical Properties

Melting point:
170°C
alpha 
-95° (c 1, CH3OH)
Boiling point:
663.4±50.0 °C(Predicted)
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Powder
pka
12.51±0.40(Predicted)
color 
off-white
optical activity
[α]20/D -97.0°, c = 1 in methanol
InChI
1S/C18H20N4O2/c23-17(15-9-3-5-11-19-15)21-13-7-1-2-8-14(13)22-18(24)16-10-4-6-12-20-16/h3-6,9-14H,1-2,7-8H2,(H,21,23)(H,22,24)/t13-,14-/m1/s1
InChIKey
BVYFDUZVVBXFBQ-ZIAGYGMSSA-N
SMILES
O=C(N[C@@H]1CCCC[C@H]1NC(=O)c2ccccn2)c3ccccn3
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Safety Information

Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39-36/37
WGK Germany 
3
Storage Class
11 - Combustible Solids
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(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Usage And Synthesis

Reaction

  1. Ligands for Mo catalyzed asymmetric allylic substitutions. Especially useful for the synthesis of tertiary and quaternary stereocenters. Exclusive license for this technology acquired by ChiroTech and is protected by pending Stanford University patents.
  2. Dynamic kinetic asymmetric formation of tertiary and quaternary stereogenic centers.

Uses

Trost Ligands for Asymmetric Allylic Alkylation

(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)Supplier

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