Bis[(1R)-1-phenylethyl]aminium

Base Information

• Chemical Name: Bis[(1R)-1-phenylethyl]aminium
• CAS No.: 82398-30-9
• Molecular Formula: C₁₆H₁₉N*ClH
• Molecular Weight: 261.794
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID501002660
• Nikkaji Number: J3.076.055G
• Wikidata: Q82996890
• Mol file: 82398-30-9.mol

Synonyms:Bis[(1R)-1-phenylethyl]aminium;DTXSID501002660;AKOS015894521;1-Phenyl-N-(1-phenylethyl)ethan-1-aminium

Chemical Property of Bis[(1R)-1-phenylethyl]aminium

Chemical Property:

• Appearance/Colour: white to light yellow crystal powde
• Vapor Pressure: 0.00143mmHg at 25°C
• Melting Point: -260oC
• Refractive Index: 73 ° (C=3, EtOH)
• Boiling Point: 296.5°Cat760mmHg
• Flash Point: 137.2°C
• PSA: 12.03000
• Density: g/cm³
• LogP: 5.29130
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 226.159574642
• Heavy Atom Count: 17
• Complexity: 180

Purity/Quality:

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

(αR)-α-Methyl-N-[(1R)-1-phenylethyl]benzenemethanamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)[NH2+]C(C)C2=CC=CC=C2
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)[NH2+][C@H](C)C2=CC=CC=C2
• Uses: (αR)-α-Methyl-N-[(1R)-1-phenylethyl]benzenemethanamine Hydrochloride is used in the synthesis of the highly potent anti-metastatic prostacyclin analogue Cicaprost (C432750). Also used in the synthesis of a key A-Ring intermediate in the preparation of 1α-fluoro vitamin D3 analogues.

Technology Process of Bis[(1R)-1-phenylethyl]aminium

There total 17 articles about Bis[(1R)-1-phenylethyl]aminium 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: 51.0%

(2R, 4R, 5S, 3'R)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol (82087-17-0,82111-36-2,82111-37-3,82111-38-4,82111-39-5) → (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride (40648-92-8,82087-18-1,82398-30-9,98222-61-8)

Guidance literature:

With lead(IV) acetate; In benzene;

Reference yield: 48.5%

(2R, 4S, 5S, 3'R)-(+)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol (82087-17-0,82111-36-2,82111-37-3,82111-38-4,82111-39-5) → (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride (40648-92-8,82087-18-1,82398-30-9,98222-61-8)

Guidance literature:

With lead(IV) acetate; In benzene; at 50 - 60 ℃; for 5h;

Reference yield:

bis(1-phenylethyl)amine hydrochloride (40648-92-8,82087-18-1,82398-30-9,98222-61-8) → (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride (40648-92-8,82087-18-1,82398-30-9,98222-61-8) + hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine (40648-92-8)

Guidance literature:

With N-[(R)-1-(1-naphthyl)ethyl]carbamoyl-derivatized cyclofructan-6 column; In ethanol; n-heptane; trifluoroacetic acid; at 20 ℃; Resolution of racemate;

DOI:10.1021/ac902257a

upstream raw materials:

(2R, 4S, 5S, 3'R)-(+)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol

(2R, 4R, 5S, 3'R)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol

(R)-N-(α-methylbenzylidene)-α-methylbenzylamine

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

C₄₈H₃₈NO₂P

(R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride

hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine

4-methoxy-N,N-bis-(1-phenyl-ethyl)-benzamide

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 54. . Retrieved 2010/12/31.
• 2、 Clayden, Jonathan,Knowles, Faye E.,Menet, Christel J.. "Synthesis of α-methyl kainic acid by stereospecific lithiation-dearomatizing cyclization of a chiral benzamide". . p. 3397 - 3400. Retrieved 2007/10/03.