(1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE

Base Information

• Chemical Name: (1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE
• CAS No.: 179337-54-3
• Molecular Formula: C14H28 N2
• Molecular Weight: 224.39
• Hs Code.: 2921300090
• Mol file: 179337-54-3.mol

Synonyms:(1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE

Chemical Property of (1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE

Chemical Property:

• PSA: 52.04000
• LogP: 4.20220

Purity/Quality:

99%min ^*data from raw suppliers

(1S,2S)-1,2-Dicyclohexylethane-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE

There total 3 articles about (1S,2S)-1,2-DICYCLOHEXYLETHANE-1,2-DIAMINE 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: 71.0%

(S,S)-1,2-diphenyl-1,2-diaminoethane (29841-69-8) → (S,S)-1,2-bis-(cyclohexyl)-1,2-ethanediamine (179337-54-3)

Guidance literature:

With hydrogen; platinum(IV) oxide;

DOI:10.1021/jo9820723

Reference yield:

cyclohexylmethyleneimine (4352-51-6) → (S,S)-1,2-bis-(cyclohexyl)-1,2-ethanediamine (179337-54-3)

Guidance literature:

cyclohexylmethyleneimine; With (5R,5'R)-4,4,4',4'-tetrakis(2,5-dimethylphenyl)-5,5'-diphenyl-2,2'-bi(1,3,2-dioxaborolane); In tetrahydrofuran; methanol; toluene; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; dichloromethane; toluene; at 0 ℃; enantioselective reaction;

DOI:10.1021/jacs.0c04558

Reference yield:

cyclohexane carbonitrile (766-05-2) → (S,S)-1,2-bis-(cyclohexyl)-1,2-ethanediamine (179337-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C

2.1: (5R,5'R)-4,4,4',4'-tetrakis(2,5-dimethylphenyl)-5,5'-diphenyl-2,2'-bi(1,3,2-dioxaborolane) / methanol; tetrahydrofuran; toluene / -78 - 20 °C

2.2: 0 °C

With (5R,5'R)-4,4,4',4'-tetrakis(2,5-dimethylphenyl)-5,5'-diphenyl-2,2'-bi(1,3,2-dioxaborolane); diisobutylaluminium hydride; In tetrahydrofuran; methanol; toluene;

DOI:10.1021/jacs.0c04558

upstream raw materials:

(S,S)-1,2-diphenyl-1,2-diaminoethane

cyclohexane carbonitrile

cyclohexylmethyleneimine

Downstream raw materials:

C₂₃H₃₀N₂

Refernces

• 1、 Denmark, Scott E.,Su, Xiping,Nishigaichi, Yutaka,Coe, Diane M.,Wong, Ken-Tsung,Winter, Stephen B. D.,Choi, Jun Young. "Synthesis of phosphoramides for the lewis base-catalyzed allylation and aldol addition reactions". . p. 1958 - 1967. Retrieved 2007/10/03.