(1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate

Base Information

• Chemical Name: (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate
• CAS No.: 116407-32-0
• Molecular Formula: C6H14N2.C4H6O6
• Molecular Weight: 264.279
• DSSTox Substance ID: DTXSID00457333
• Mol file: 116407-32-0.mol

Synonyms:116407-32-0;(1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate;(1R,2R)-1,2-Diaminocyclohexane D-tartrate;(1R,2R)-Cyclohexane-1,2-diamine(2S,3S)-2,3-dihydroxysuccinate;(1R,2R)-cyclohexane-1,2-diamine;(2S,3S)-2,3-dihydroxybutanedioic acid;DTXSID00457333;GDOTUTAQOJUZOF-JWCLOVTGSA-N;MFCD18311881;AKOS015895028;BS-19276;CS-0441617;(1S)-trans-1,2-Diaminocyclohexane D-Tartrate;[(1R,2R)-2-Azaniumylcyclohexyl]azanium;(2S,3S)-2,3-dihydroxybutanedioate;(2S,3S)-2,3-Dihydroxybutanedioic acid--(1R,2R)-cyclohexane-1,2-diamine (1/1)

Chemical Property of (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate

Chemical Property:

• PSA: 167.10000
• LogP: -0.50700
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 264.13213636
• Heavy Atom Count: 18
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2R)-1,2-DiaminocyclohexaneD-Tartrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)N)N.C(C(C(=O)O)O)(C(=O)O)O
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)N)N.[C@H]([C@@H](C(=O)O)O)(C(=O)O)O
• Uses: (1R,2R)-1,2-Diaminocyclohexane D-Tartrate is a reagent in the synthesis of polyimides containing a chiral diimine.

Technology Process of (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate

There total 1 articles about (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate 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: 97.0%

D-tartaric acid (147-71-7,138508-61-9) + (1R,2R)-1,2-diaminocyclohexane (20439-47-8) → (1R,2R)-(-)-1,2-diammoniumcyclohexane mono-L-(+)-tartrate (116407-32-0,32044-22-7,39961-95-0)

Guidance literature:

In tetrahydrofuran; for 36h; Reflux;

DOI:10.1021/ja8002777

Reference yield: 98.0%

5-Methylfurfural (620-02-0) + (1R,2R)-(-)-1,2-diammoniumcyclohexane mono-L-(+)-tartrate (116407-32-0,32044-22-7,39961-95-0) → (1R,2R)-N,N′-bis[(5-methylfuran-2-yl)methylidene]cyclohexane-1,2-diamine (1598408-94-6)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 72h;

DOI:10.1016/j.ica.2018.04.025

Reference yield: 98.0%

(1R,2R)-(-)-1,2-diammoniumcyclohexane mono-L-(+)-tartrate (116407-32-0,32044-22-7,39961-95-0) + 2,6-di-tert-butyl 2-pyridincarboxaldehyde-N-oxide (253264-46-9) → (1R,2R)-N,N'-bis(4,6-di-tert-butyl-1-oxypyridin-2-yl-methylen)-1,2-diaminocyclohexane

Guidance literature:

With potassium carbonate; In ethanol; for 3h; Heating;

DOI:10.1016/S0957-4166(99)00347-X

upstream raw materials:

D-tartaric acid

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

Downstream raw materials:

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

(1R,2R)-N,N'-bis(thiophen-2-ylmethylene)cyclohexane-1,2-diamine

N-(2-hydroxy-3,5-di-tert-butylbenzaldehyde)-1-amino-2-cyclohexaneimine

C₁₈H₂₇ClN₂O

Refernces

• 1、 Velázquez, Daniel García,Díaz, David Díaz,Ravelo, ángel Gutiérrez,Tellado, José Juan Marrero. "Instantaneous low temperature gelation by a multicomponent organogelator liquid system based on ammonium salts". supporting information; experimental part. p. 7967 - 7973. Retrieved 2009/02/02.