(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

Base Information

• Chemical Name: (1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane
• CAS No.: 58520-03-9
• Molecular Formula: C16H20N2O2
• Molecular Weight: 272.347
• Hs Code.: 2922299090
• European Community (EC) Number: 622-829-2,676-584-1
• Nikkaji Number: J1.110.490H
• Mol file: 58520-03-9.mol

Synonyms:(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane;58520-04-0;58520-03-9;(1R,2R)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine;(1R,2R)-1,2-Di(4-methoxyphenyl)-1,2-diaminoethane;(1R,2R)-1,2-Bis(4-methoxyphenyl)ethylenediamine;meso-1,2-Bis(4-methoxyphenyl)ethylenediamine;1R,2R-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethan;117106-36-2;SCHEMBL1900477;MFCD08460192;AKOS015851903;AC-19123;AS-75979;N12183;(1r,2r)-1,2-di(4-methoxylphenyl)ethylenediamine;(1R,2R)-Bis(4-methoxyphenyl)-1,2-ethanediamine;(1R,2R)-1,2-Bis(4-methoxyphenyl)ethane-1,2- diamine

Chemical Property of (1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

Chemical Property:

• Vapor Pressure: 7.01E-08mmHg at 25°C
• Melting Point: 90 °C
• Refractive Index: 116 ° (C=1, MeOH)
• Boiling Point: 438.2 °C at 760 mmHg
• PKA: 10.21±0.10(Predicted)
• Flash Point: 231.9 °C
• PSA: 70.50000
• Density: 1.135 g/cm³
• LogP: 3.80420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 272.152477885
• Heavy Atom Count: 20
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane 99.09% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(C2=CC=C(C=C2)OC)N)N
• Isomeric SMILES: COC1=CC=C(C=C1)[C@H]([C@@H](C2=CC=C(C=C2)OC)N)N

Technology Process of (1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane

There total 10 articles about (1R,2R)-1,2-Di(4'-methoxyphenyl)-1,2-diaminoethane 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: 68.0%

→ (1R,2R)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine (58520-03-9,117106-36-2)

Guidance literature:

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; at 20 - 30 ℃; Schlenk technique; Inert atmosphere; Sealed tube;

With hydrogenchloride; In methanol; water; pH=Ca. 3;

Reference yield:

C22H28N2O2 → (1R,2R)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine (58520-03-9,117106-36-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 1.5h; Cooling with ice;

Reference yield:

4-methoxy-benzylideneamine (45821-44-1) → (1R,2R)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine (58520-03-9,117106-36-2)

Guidance literature:

4-methoxy-benzylideneamine; 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; at 20 ℃; for 24h;

With hydrogenchloride; In methanol; enantioselective reaction;

DOI:10.1021/jacs.0c04558

upstream raw materials:

[(1R,2R)-2-Benzyloxycarbonylamino-1,2-bis-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester

(3S,5R,6R,8S)-3,8-Diisopropyl-5,6-bis-(4-methoxy-phenyl)-1,10-dioxa-4,7-diaza-cyclotridecane-2,9-dione

d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

1,2-bis(4-methoxyphenyl)-1,2-ethanediol

Downstream raw materials:

[(1R,2R)-2-Benzyloxycarbonylamino-1,2-bis-(4-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester

(4R,5R)-2-(2-iodophenyl)-4,5-bis(4-methoxyphenyl)-4,5-dihydro-1H-imidazole

C₆₆H₆₈N₂O₁₀

C₂₃H₂₄N₂O₆S

Refernces

• 1、 -. "Diboron glycol ester as well as preparation method, intermediate and application thereof". Paragraph 0130-0135; 0139-0141. . Retrieved 2020/08/02.
• 2、 -. "SULPHONYLATED DIPHENYLETHYLENEDIAMINES, METHOD FOR THEIR PREPARATION AND USE IN TRANSFER HYDROGENATION CATALYSIS". Page/Page column 8. . Retrieved 2008/06/13.