(R,R)-3,4-DIAMINO-2,2,5,5-TETRAMETHYLHEXANE

Base Information

• Chemical Name: (R,R)-3,4-DIAMINO-2,2,5,5-TETRAMETHYLHEXANE
• CAS No.: 171357-23-6
• Molecular Formula: C10H24N2
• Molecular Weight: 172.31100
• Mol file: 171357-23-6.mol

Synonyms:(R,R)-1,2-di-tert-butylethane-1,2-diamine;(1R,2R)-1,2-Cyclohexanediamine dihydrochloride;R,R(-)-cyclohexane-1,2-diamine dihydrochloride;(1R,2R)-1,2-di-tert-butylethane-1,2-diamine;(1R,2R)-1,2-di-tert-butyl-1,2-diaminoethane;(R,R)-1,2-diaminocyclohexane dihydrochloride;(1R,2R)-1,2-dicyclohexane-1,2-diamine dihydrochloride;(1R,2R)-1,2-diaminoniumcyclohexane dichloride salt;(R,R)-1,2-diamino-1,2-di-tert-butylethane;(1R,2S)-Cyclohexane-1,2-diamine dihydrochloride;(1R,2R)-1,2-di-tert-butylethylenediamine;(3R,4R)-3,4-diamino-2,2,5,5-tetramethylhexane;(1R,2R)-1,2-diaminocyclohexane dihydrochloride;

Chemical Property of (R,R)-3,4-DIAMINO-2,2,5,5-TETRAMETHYLHEXANE

Chemical Property:

• PSA: 52.04000
• LogP: 3.13380

Purity/Quality:

99%min ^*data from raw suppliers

(3R,4R)-2,2,5,5-TETRAMETHYLHEXANE-3,4-DIAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R,R)-3,4-DIAMINO-2,2,5,5-TETRAMETHYLHEXANE

There total 4 articles about (R,R)-3,4-DIAMINO-2,2,5,5-TETRAMETHYLHEXANE 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: 83.0%

N,N'-bis<(S)-1-phenylethyl>-(R,R)-1,2-diamino-1,2-di-tert-butylethane (221638-36-4) → (3R,4R)-3,4-diamino-2,2,5,5-tetramethylhexane (171357-23-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethanol; for 2h; Heating;

DOI:10.1055/s-1999-3391

Reference yield:

2-Methyl-propane-2-sulfinic acid [(1R,2R)-1-tert-butyl-3,3-dimethyl-2-((R)-2-methyl-propane-2-sulfinylamino)-butyl]-amide → (3R,4R)-3,4-diamino-2,2,5,5-tetramethylhexane (171357-23-6)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 20 ℃;

DOI:10.1055/s-2005-918927

Reference yield:

(±)-2,3-di-tert-butyl-1,4-diazaspiro[4.5]decane → (3R,4R)-3,4-diamino-2,2,5,5-tetramethylhexane (171357-23-6) + (S,S)-1,2-di-tert-butylethane-1,2-diamine (171357-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / tetrahydrofuran; water / 1 h / 60 °C / Inert atmosphere

2: D-tartaric acid / ethanol / Inert atmosphere; Heating

With hydrogenchloride; D-tartaric acid; In tetrahydrofuran; ethanol; water;

DOI:10.1021/acs.orglett.7b01768

upstream raw materials:

N,N'-bis<(S)-1-phenylethyl>-(R,R)-1,2-diamino-1,2-di-tert-butylethane

Downstream raw materials:

(1R,2R)-1,2-N,N'-bis(p-toluenesulfonylamino)-1,2-di-tert-butylethane

(4R,5R)-4,5-di-tert-butyl-2-(2'-fluorophenyl)-4,5-dihydro-1H-imidazole

C₂₈H₄₉IN₄

(1R,2R)-1-amino-2-(2-isopropylbenzenamine)-1,2-di-tert-butylethane

Refernces

• 1、 Savoie, Jolaine,Stenne, Brice,Collins, Shawn K.. "Improved chiral olefin metathesis catalysts: Increasing the thermal and solution stability via modification of a C1-symmetrical N-heterocyclic carbene ligand". supporting information; experimental part. p. 1826 - 1832. Retrieved 2011/02/26.
• 2、 Hilgraf, Robert,Pfaltz, Andreas. "Chiral bis(N-sulfonylamino)phosphine- and TADDOL-phosphite-oxazoline ligands: Synthesis and application in asymmetric catalysis". . p. 61 - 77. Retrieved 2007/10/03.