Meso-bis(1-phenylethyl)amine

Base Information

• Chemical Name: Meso-bis(1-phenylethyl)amine
• CAS No.: 21003-57-6
• Molecular Formula: C₁₆H₁₉N
• Molecular Weight: 225.334
• UNII: P2TWY67KNY
• DSSTox Substance ID: DTXSID301193865
• Nikkaji Number: J1.078.142F
• Wikidata: Q27286042
• Mol file: 21003-57-6.mol

Synonyms:P2TWY67KNY;Meso-bis(1-phenylethyl)amine;21003-57-6;rel-(S)-1-Phenyl-N-((R)-1-phenylethyl)ethanamine;starbld0009283;UNII-P2TWY67KNY;meso-bis(alpha-methylbenzyl)amine;DTXSID301193865;Bis(alpha-methylbenzyl)amine, meso-;BIS(.ALPHA.-METHYLBENZYL)AMINE, MESO-;Dibenzylamine, alpha,alpha'-dimethyl-, meso-;[(S)-1-Phenylethyl][(R)-1-phenylethyl]amine;Q27286042;DIBENZYLAMINE, .ALPHA.,.ALPHA.'-DIMETHYL-, MESO-;rel-(alphaS)-alpha-Methyl-N-[(1R)-1-phenylethyl]benzenemethanamine;Benzenemethanamine, alpha-methyl-N-((1R)-1-phenylethyl)-, (alphaS)-rel-;BENZENEMETHANAMINE, .ALPHA.-METHYL-N-((1R)-1-PHENYLETHYL)-, (.ALPHA.S)-REL-

Chemical Property of Meso-bis(1-phenylethyl)amine

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 225.151749610
• Heavy Atom Count: 17
• Complexity: 180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Meso-bis(1-phenylethyl)amine

There total 134 articles about Meso-bis(1-phenylethyl)amine 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%

(αS)-α-methyl-N-(1-phenylethylidene)benzenemethanamine (40636-57-5) → (1S,1'S)-bis(1-phenylethyl)amine (21003-56-5,21003-57-6,23294-41-9,42287-48-9,56210-72-1,10024-74-5)

Guidance literature:

With N,N'-dimethyl-(R)-1,1'-binaphthyldiamine-bis-2-pyridinecarboxyamide; trichlorosilane; In dichloromethane; at 0 ℃; for 12h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol900945h

Reference yield: 88.0%

acetophenone (98-86-2) → (R,R)-N,N-bis-(1-phenylethyl)amine (10024-74-5,21003-56-5,21003-57-6,23294-41-9,42287-48-9,56210-72-1)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; ammonium acetate; hydrogen; 2-((11bS)-2,6-di(naphthalen-1-yl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-1,2,3,4-tetrahydroisoquinoline; toluene-4-sulfonic acid; In methanol; dichloromethane; at 80 ℃; for 24h; under 45603.1 Torr; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Autoclave;

DOI:10.1002/anie.202112671

Reference yield: 65.0%

(αS)-α-methyl-N-(1-phenylethylidene)benzenemethanamine (40636-57-5) → (1S,1'S)-bis(1-phenylethyl)amine (21003-56-5,21003-57-6,23294-41-9,42287-48-9,56210-72-1,10024-74-5) + (R,S)-bis(1-phenylethyl)amine (21003-57-6,1163726-07-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 16h; under 2280 Torr;

DOI:10.1021/jo00369a016

upstream raw materials:

(αS)-α-methyl-N-(1-phenylethylidene)benzenemethanamine

2,2,6-trimethylcyclohexan-1-one

(S)-1-phenyl-ethylamine

N-benzylidene-(S)-α-methylbenzylamine

Downstream raw materials:

2-{[Bis-((S)-1-phenyl-ethyl)-amino]-methyl}-acrylic acid tert-butyl ester

C₁₆H₁₈NO

lithium (S,S)-bis(α-methylbenzyl)amide

(S)-3-[Bis-((S)-1-phenyl-ethyl)-amino]-hept-6-enoic acid ethyl ester