32044-22-7

Basic information

• Product Name: (1R,2R)-(+)-1,2-CYCLOHEXANEDIAMINE L-TARTRATE
• Synonyms: (1R)-TRANS-1,2-DIAMINOCYCLOHEXANE L-TARTRATE;(1R,2R)-(+)-DIAMINOCYCLOHEXANE L-TARTRATE;(1R,2R)-(+)-1,2-CYCLOHEXANEDIAMINE L-TARTRATE
• CAS NO: 32044-22-7
• Molecular Formula: C10H20N2O6
• Molecular Weight: 264.28
• Mol File: 32044-22-7.mol
• Article Data: 26

Chemical Properties

• Melting Point: 273 °C (dec.)(lit.)
• Appearance: /
• CAS DataBase Reference: (1R,2R)-(+)-1,2-CYCLOHEXANEDIAMINE L-TARTRATE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-(+)-1,2-CYCLOHEXANEDIAMINE L-TARTRATE(32044-22-7)
• EPA Substance Registry System: (1R,2R)-(+)-1,2-CYCLOHEXANEDIAMINE L-TARTRATE(32044-22-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 32044-22-7(Hazardous Substances Data)

Usage

General Description

(1R,2R)-(+)-1,2-Cyclohexanediamine L-tartrate is a chemical compound composed of the L-tartrate salt of a chiral molecule with two amino groups attached to a cyclohexane ring. It is commonly used as a chiral resolving agent in chemical synthesis to separate and purify racemic mixtures. The chiral nature of the compound allows it to selectively interact with one enantiomer of a racemic mixture, making it a valuable tool in the production of pure enantiomers for pharmaceuticals and other applications. Additionally, it can also be used in coordination chemistry and as a ligand in metal complexes.

Upstream product

• 87-69-4 L-Tartaric acid 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 147-71-7 D-tartaric acid 
• 694-83-7 rac-diaminocyclohexane 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 64-19-7 acetic acid 
• 138508-61-9 L-(-)-tartaric acid 

Downstream Products

• 135616-40-9 (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine 
• 68737-65-5 (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane 
• 792908-87-3 N,N'-bis-(4-methyl-benzylidene)-cyclohexane-1,2-diamine 
• 792908-89-5 (1R,2R)-N,N'-Bis-[1-(4-chloro-phenyl)-meth-(E)-ylidene]-cyclohexane-1,2-diamine 
• 868281-18-9 (1R,2R)-N,N'-Bis-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-cyclohexane-1,2-diamine 
• 549520-99-2 (1R,2R)-N,N'-bis(5-bromobenzylidene)diiminocyclohexane 
• 14942-65-5 (R,R)-bis(pyrrol-2-ylmethyleneamine)-1,2-cyclohexane 
• 1291099-36-9 C₁₆H₂₄N₄ 
• 1421697-46-2 (S)-2-(3-((1S,2S)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 98795-02-9 (R,R)-N,N'-bis(2-hydroxy-3-tert-butyl-benzylidene)-1,2-diaminocyclohexane 
• 182368-90-7 (R,R)-N,N'-bis(3-tert-butyl-5-methylsalicylidene)-1,2-cyclohexanediamine 
• 284497-48-9 N,N'-(1R,2R)-cyclohexane-1,2-diyl-bis-[1-(pyridine-2-yl)methanimine] 
• 284497-48-9 (1S,2S)-N,N'-bis-pyridin-2-ylmethylene-cyclohexane-1,2-diamine 

Relevant articles and documents

New cyclic aminals derived from rac-trans-1,2-diaminocyclohexane: Synthesis and crystal structure of racemic 1,8,10,12-tetraazatetracyclo[8.3.1.1. 8,1202,7] pentadecane and a route to its enantiomerically pure (R,R) and (S,S) isomers

New enantiomerically pure macrocyclic aminals (2R,7R)- and (2S,7S)-1,8,10,12-tetraazatetracyclo[8.3.1.1.8,120 2,7]pentadecane (4a and 4b) were obtained by a three component reaction between their respective pure enantiomer of trans-1,2- diaminocyclohexane, ammonia, and formaldehyde. Additionally, the X-ray structure of the racemic compound 4 and the specific rotations of the racemic and optically pure compounds were determined. To further understand the synthetic utilities of enantiomers 4a and 4b, Mannich-type reactions with 1H-benzotriazole were performed, affording (3aR,7aR)- and (3aS,7aS)-1,1′-{[2,3,3a,4,5,6,7, 7a-octahydro-1H-1,3-benzimidazole-1,3-diyl]bis(methylene)}bis-1H-benzotriazole (9 and 10) and allowing for new possibilities related to the preparation of chiral ligands for asymmetric catalysis.

Design and synthesis of cage-like NADH model molecule intermediate with multi-chiral centers

Studying NADH molecules is one of the most active areas in biomimetic research. It is important to design novel and efficient chiral NADH model molecules. Herein, a cage-like NADH model with multi-chiral centers was designed, and key intermediates have been synthesized. In this study, we found that pentafluorophenoxy group is an excellent leaving group for our synthetic route.

Preparation method and application of trans-cyclohexanediamine tartrate

The invention provides a preparation method of trans-cyclohexanediamine tartrate. The preparation method comprises the steps of charging, dropwise adding of trans-cyclohexanediamine, dropwise adding of glacial acetic acid, heat-insulation reaction and cooling. The invention further provides application of the trans-cyclohexanediamine tartrate in preparation of a schiff base metallic cobalt complex. The specific rotation of the prepared trans-cyclohexanediamine tartrate is minus 11 degrees to minus 13 degrees, the content is greater than or equal to 98.0%, and the appearance of the trans-cyclohexanediamine tartrate is off-white or light yellow crystal. The yield of the prepared trans-cyclohexanediamine tartrate is 55.8-56%; and reaction conditions are mild, and the preparation method is simple to operate, is carried out under normal pressure, and is high in safety.