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ChemicalBook > CAS DataBase List > (+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)

(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)

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Product Name
(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)
CAS No.
172138-95-3
Chemical Name
(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)
Synonyms
(S,S)-DACH-pyridyl Trost ligand;(S,S)-DACH-pyridyl Trost ligand 95%;2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]-pyridine;(1S,2S)-1,2-Bis(2-pyridinecarboxamido)cyclohexane;N,N'-((1S,2S)-Cyclohexane-1,2-diyl)dipicolinamide;N-((1S,2S)-2-(picolinamido)cyclohexyl)picolinamide;(1R,2R)-(-)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane;2-Pyridinecarboxamide, N,N'-(1S,2S)-1,2-cyclohexanediylbis-;1S,2S- N,N’-1,2-Diaminocyclohexanediylbis (2-pyridinecarboxamide);(1S,2S)-N,N'-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
CBNumber
CB1119961
Molecular Formula
C18H20N4O2
Formula Weight
324.38
MOL File
172138-95-3.mol
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(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Property

Melting point:
170°C
Boiling point:
663.4±50.0 °C(Predicted)
alpha 
+95° (c 1, CH3OH)
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
pka
12.51±0.40(Predicted)
form 
Powder
color 
off-white
CAS DataBase Reference
172138-95-3
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39-36/37
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Strem Chemicals
Product number
07-0341
Product name
(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand
Packaging
1g
Price
$108
Updated
2024/03/01
Strem Chemicals
Product number
07-0341
Product name
(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand
Packaging
5g
Price
$427
Updated
2024/03/01
Biosynth Carbosynth
Product number
FD149625
Product name
(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
Packaging
10g
Price
$522
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0004350
Product name
(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLO HEXANEDIYL BIS(2-PYRIDINE CARBOXAMIDE)
Purity
95.00%
Packaging
100MG
Price
$638.87
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD149625
Product name
(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
Packaging
25g
Price
$1043.75
Updated
2021/12/16
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(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Chemical Properties,Usage,Production

Reactions

  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

Synthesis

1,1'-Carbonyldiimidazole (1.7Kg, 10.48mol) and THF (7.5L) were added to a 22L flask and solid pyridinecarboxylic acid (1.36Kg, 11 mol) was added to the slurry at room temperature, the reaction was heat absorbed and the mixture was allowed to cool down from 18??C to 12??C, then the reaction mixture was heated to 18-19??C. The resulting clarified solution was stirred for 1 h and (1S,2S)-(+)-1,2-diaminocyclohexane (0.5 Kg, 4.38 mol) was added within 1 h while keeping the temperature lower than 50 ??C, the beaker and funnel were rinsed with 2.5 L of THF, the reaction was stirred at room temperature for 15 h. Water (0.5 L) was added to the dilute slurry to obtain a clarified solution and the reaction mixture was The reaction mixture was stirred for 1 h. The reaction mixture was concentrated to an orange semi-solid by rotary evaporation, and the reaction product was slurried in 5 L of ethanol and concentrated by rotary evaporation, dissolved in ethanol (5 L) at 64-65 ??C, cooled, and the solution became turbid at about 58 ??C. The turbid solution was inoculated (10 g) at this temperature and cooled to -8??C. The resulting white crystals were separated by filtration over a sintered glass funnel and washed with 5 L of cold water. ethanol (-8 to -10??C), purged with nitrogen under room vacuum and then dried in a vacuum oven (35??C). This resulted in the isolation of 1.23 Kg (86.3%) of white crystalline solid.

(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Preparation Products And Raw materials

Raw materials

Preparation Products

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(+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE) Suppliers

J & K SCIENTIFIC LTD.
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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172138-95-3, (+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)Related Search:


  • 1S,2S- N,N’-1,2-Diaminocyclohexanediylbis (2-pyridinecarboxamide)
  • 2,6-Bis[(4S)-benzyl-2-oxazolin-2-yl]-pyridine
  • (+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),min.98%
  • (+)-N,N''-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE), MIN. 98%
  • N-((1S,2S)-2-(picolinamido)cyclohexyl)picolinamide
  • (1S,2S)-N,Nμ-1,2-Cyclohexanediylbis(2-pyridinecarboxamide), (+)-N,Nμ-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), (1S,2S)-(+)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane, (1S,2S)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
  • (S,S)-DACH-pyridyl Trost ligand
  • (1R,2R)-(-)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane
  • (1R,2R)-N,Nμ-1,2-Cyclohexanediylbis(2-pyridinecarboxamide), (1R,2R)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
  • (S,S)-DACH-pyridyl Trost ligand 95%
  • (+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),98%
  • (1S,2S)-N,N'-1,2-Diaminocyclohexanediylbis(2- pyridinecarboxamide),99%e.e.
  • (+)-N,N'-(1S,2S)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE),MIN.98%(S,S)-DACH-PYRIDYLTROSTLIGAND
  • (+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide), min. 98% (S,S)-DACH-Pyridyl Trost Ligand
  • N-[(1S,2S)-2-(pyridine-2-carbonylamino)cyclohexyl]pyridine-2-carboxamide
  • (1S,2S)-1,2-Bis(2-pyridinecarboxamido)cyclohexane
  • 2-Pyridinecarboxamide, N,N'-(1S,2S)-1,2-cyclohexanediylbis-
  • (+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
  • N,N'-((1S,2S)-Cyclohexane-1,2-diyl)dipicolinamide
  • (1S,2S)-N,N'-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide)
  • 172138-95-3
  • C18H20N4O2
  • Chiral Nitrogen
  • DACH&Trost Series