(R,R)-DACH-pyridyl TROST ligand

Base Information

• Chemical Name: (R,R)-DACH-pyridyl TROST ligand
• CAS No.: 201551-23-7
• Molecular Formula: C18H20N4O2
• Molecular Weight: 324.38
• European Community (EC) Number: 664-051-6
• Nikkaji Number: J1.218.790D
• Mol file: 201551-23-7.mol

Synonyms:218290-24-5;(R,R)-DACH-pyridyl TROST ligand;201551-23-7;(-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE);N,N'-((1R,2R)-cyclohexane-1,2-diyl)dipicolinamide;(1R,2R)-(-)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane;2-Pyridinecarboxamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis-;N-[(1R,2R)-2-(pyridine-2-carbonylamino)cyclohexyl]pyridine-2-carboxamide;(+)-N,N'-(1S,2S)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide);N,N'-(trans-Cyclohexane-1,2-diyl)dipicolinamide;rel-N,N'-(1R,2R)-1,2-Cyclohexanediylbis[2-pyridinecarboxamide];(1R,2R)-1,2-Bis(2-pyridinecarboxamido)cyclohexane;MFCD02684543;SCHEMBL23425256;SC11740;(R,R)-DACH-pyridyl Trost ligand, 95%;CS-17335;CS-0136203;D81599;J-014308;(1R,2R)-1,2-Bis(2-pyridylcarbonylamino)cyclohexane;(1R,2R)-(+)-1,2-Bis[(pyridin-2-ylcarbonyl)amino]cyclohexane;(1R,2R)-(-)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane, 97%;(-)-N,N'-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide;(1R,2R)-(-)-1,2-BIS[(2-PYRIDINYLCARBONYL)AMINO]CYCLOHEXANE;(1R,2R)-1,2-BIS(2-PYRIDINECARBOXAMIDO)CYCLOHEXANE;(1R,2R)-N,N'-1,2-CYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE);(R,R)-DACH-PYRIDYL TROST LIGAND;N,N'-(1R,2R)-1,2-CYCLOHEXANEDIYLBIS-2-PYRIDINECARBOXAMIDE

Chemical Property of (R,R)-DACH-pyridyl TROST ligand

Chemical Property:

• Melting Point: 170-174°C
• PSA: 83.98000
• LogP: 2.72940
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 324.15862589
• Heavy Atom Count: 24
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

(1R,2R)-(–)-1,2-Bis[(2-pyridinylcarbonyl)amino]cyclohexane 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)NC(=O)C2=CC=CC=N2)NC(=O)C3=CC=CC=N3
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)NC(=O)C2=CC=CC=N2)NC(=O)C3=CC=CC=N3

Technology Process of (R,R)-DACH-pyridyl TROST ligand

There total 2 articles about (R,R)-DACH-pyridyl TROST ligand which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

pyridine-2-carbonyl chloride (29745-44-6) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → (-)-N,N'-(1R,2R)-1,2-diaminocyclohexanediylbis(2-pyridinanilide) (201551-23-7,218290-24-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/j.tetasy.2008.01.018

Reference yield:

2-Picolinic acid (98-98-6) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → (-)-N,N'-(1R,2R)-1,2-diaminocyclohexanediylbis(2-pyridinanilide) (201551-23-7,218290-24-5)

Guidance literature:

In toluene; at 110 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1055/s-0030-1260462

Reference yield:

methanol (67-56-1) + copper(II) perchlorate hexahydrate + (-)-N,N'-(1R,2R)-1,2-diaminocyclohexanediylbis(2-pyridinanilide) (201551-23-7,218290-24-5) → C18H20N4O2*6CH4O*6ClO4(1-)*3Cu(2+)

Guidance literature:

With polytetrafluoroethylene; at 90 ℃; for 72h;

upstream raw materials:

pyridine-2-carbonyl chloride

(1R,2R)-1,2-diaminocyclohexane

2-Picolinic acid