(R)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (R)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ-diamine

Base Information

• Chemical Name: (R)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (R)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ-diamine
• CAS No.: 93713-30-5
• Molecular Formula: C22H20 N2
• Molecular Weight: 312.41
• Hs Code.: 2921590090
• Mol file: 93713-30-5.mol

Synonyms:[1,1'-Binaphthalene]-2,2'-diamine,N,N'-dimethyl-, (1R)- (9CI); [1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl-,(R)-; (R)-N,N'-Dimethyl-1,1'-binaphthyldiamine

Chemical Property of (R)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (R)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ-diamine

Chemical Property:

• PSA: 24.06000
• LogP: 5.88940
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

[1,1''-Binaphthalene]-2,2''-diamine,N2,N2''-dimethyl-,(1R)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (R)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ-diamine

There total 8 articles about (R)-N,Nμ-Dimethyl-2,2μ-diamino-1,1μ-binaphthyl, (R)-N,Nμ-Dimethyl-1,1μ-binaphthalene-2,2μ-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: 98.0%

(1R)-[1,1'-binaphthalene]-2,2'-diylbiscarbamic acid diethyl ester → (R)-N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 15h; Inert atmosphere; Reflux;

DOI:10.15227/orgsyn.096.0382

Reference yield: 97.0%

α-bromo N-methyl propionamide (74538-22-0) + (R)-1,1'-Bi-2-naphthol (18531-94-7) → (R)-N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5)

Guidance literature:

α-bromo N-methyl propionamide; (R)-1,1'-Bi-2-naphthol; With potassium carbonate; potassium iodide; In dimethyl sulfoxide; at 50 ℃; for 24h;

With sodium hydroxide; In dimethyl sulfoxide; at 130 ℃; for 4h;

Reference yield: 95.0%

(R)-2,2'-bis(ethoxycarbonylamino)-1,1'-binaphthyl (93621-63-7,93713-29-2,756901-97-0) → N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5,93621-64-8,666175-40-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0957-4166(02)00571-2

upstream raw materials:

(R)-2,2'-bis(ethoxycarbonylamino)-1,1'-binaphthyl

1,1'-binaphthalene-2,2'-diamine

2-N-methylaminonaphthalene

2-bromonaphthalene

Downstream raw materials:

2,2'-bis-1,1'-binaphthyl

Refernces

• 1、 He, De-Liang,Li, Jin-Heng,Li, Yang,Luo, Mu-Jia,Ouyang, Xuan-Hui. "Electrochemical dehydrogenative cross-coupling of two anilines: Facile synthesis of unsymmetrical biaryls". supporting information. p. 2707 - 2710. Retrieved 2020/03/13.
• 2、 Chang, Xihao,Zhang, Qinglin,Guo, Chang. "Switchable Smiles Rearrangement for Enantioselective O-Aryl Amination". supporting information. p. 4915 - 4918. Retrieved 2019/06/27.