(1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate

Base Information

• Chemical Name: (1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate
• CAS No.: 39961-95-0
• Molecular Formula: C₄H₆O₆*C₆H₁₄N₂
• Molecular Weight: 264.279
• Hs Code.: 29225090
• European Community (EC) Number: 609-759-8
• Mol file: 39961-95-0.mol

Synonyms:39961-95-0;(1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate;(1R,2R)-Cyclohexane-1,2-diamine (2R,3R)-2,3-dihydroxysuccinate;(1R,2R)-(+)-1,2-Cyclohexanediamine L-Tartrate;(1R)-trans-1,2-Diaminocyclohexane L-Tartrate;(1R,2R)-(+)-Cyclohexane-1,2-diamine L-tartrate;(1R,2R)-1,2-DIAMINOCYCLOHEXANE L-TARTRATE;(1R,2R)-Diaminocyclohexane L-tartrate;(1R,2R)-(-)-Cyclohexane-1,2-diamine L-tartrate salt;(1R,2R)-cyclohexane-1,2-diamine;(2R,3R)-2,3-dihydroxybutanedioic acid;C10H20N2O6;32044-22-7;MFCD00191979;(R,R)-1,2-Cyclohexanediamine (+)-tartrate;(R,R)-1,2-Cyclohexanediamine (+)-tartrate (1:1);(R,R)-1,2-Diaminocyclohexane L-tartrate;(R,R)-1,2-Diaminocyclohexane tartrate (1:1);(R,R)-1,2-Diammoniumcyclohexane mono-(+)-tartrate;CS-M3550;AKOS016016347;AS-17687;BP-30025;AM20120598;(1R,2R)-Cyclohexane-1,2-diamine L-tartrate;F15418;A824823;(R,R)-(+)-1,2-DIAMINOCYCLOHEXANE-L-TARTRATE;(1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate, 99%;cyclohexane-1,2-diamine;2,3-dihydroxybutanedioic acid

Chemical Property of (1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate

Chemical Property:

• Melting Point: 273 °C (dec.)(lit.)
• Refractive Index: 12 ° (C=2.5, H2O)
• PSA: 167.10000
• LogP: -0.50700
• Storage Temp.: Inert atmosphere,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:

99% ^*data from raw suppliers

(1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

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: suzuki reaction (1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate is a useful chemical for the synthesis of chiral ligands.

Technology Process of (1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate

There total 21 articles about (1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate 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: 99.0%

D-tartaric acid (147-71-7,138508-61-9) + rac-diaminocyclohexane (694-83-7) → (R,R)-1,2-diaminocyclohexane tartrate (32044-22-7,39961-95-0)

Guidance literature:

With acetic acid; In water;

DOI:10.1021/jo00086a062

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: 95.0%

D-tartaric acid (147-71-7,138508-61-9) + trans-1,2-Diaminocyclohexane (1121-22-8,1436-59-5,20439-47-8,21436-03-3,41013-43-8,694-83-7) → (1R,2R)-1,2-diaminocyclohexane (20439-47-8) + (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate (32044-22-7,39961-95-0)

Guidance literature:

In water; at 70 ℃; optical yield given as %ee; Resolution of racemate;

DOI:10.1021/ol800109s

upstream raw materials:

L-Tartaric acid

trans-1,2-Diaminocyclohexane

D-tartaric acid

rac-diaminocyclohexane

Downstream raw materials:

(S)-2-(3-((1S,2S)-2-aminocyclohexyl)thioureido)-N-benzhydryl-N,3,3-trimethylbutanamide

(S,S)-1,2-diaminocyclohexane

(1S,2S)-N,N'-bis-pyridin-2-ylmethylene-cyclohexane-1,2-diamine

N,N'-bis(pyridin-2-ylmethyl)-(S,S)-1,2-cyclohexanediamine

Refernces

Enantioselective Diels-Alder reaction of anthrone and maleimide catalyzed by a simple chiral tertiary amine

10.1016/j.tet.2012.11.011

The research focuses on the enantioselective Diels-Alder reaction of anthrone and maleimide, catalyzed by simple chiral tertiary amines with a special imide skeleton. The purpose of this study was to develop a new catalytic system that could achieve excellent yields and enantioselectivities in the construction of optically active unsaturated lactams, which are key intermediates for preparations of compounds with potential antipsoriatic and antiproliferative biological activities. The researchers successfully applied these amines, achieving yields up to 96% and enantioselectivities up to 95% ee.

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