tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate

Base Information

• Chemical Name: tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate
• CAS No.: 120225-79-8
• Molecular Formula: C15H23 N O2
• Molecular Weight: 249.353
• Hs Code.: 2922499990
• European Community (EC) Number: 631-399-5
• DSSTox Substance ID: DTXSID50435727
• Wikidata: Q82250812
• Mol file: 120225-79-8.mol

Synonyms:120225-79-8;tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate;TERT-BUTYL 3-[4-(2-AMINO-ETHYL)-PHENYL]-PROPIONATE;Tert-butyl 3-[4-(2-aminoethyl)phenyl]propanoate;SCHEMBL9326099;DTXSID50435727;MFCD04114526;AKOS016009649;AB18511;AS-30864;CS-0441983;A804473;tert-butyl 3-[4-(2-azanylethyl)phenyl]propanoate;Tert-butyl3-[4-(2-aminoethyl)-phenyl]propionate;3-[4-(2-aminoethyl)phenyl]propanoic acid tert-butyl ester;TERT-BUTYL-3-[4-(2-AMINO-ETHYL)-PHENYL]-PROPIONIATE

Chemical Property of tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate

Chemical Property:

• PSA: 52.32000
• LogP: 3.16240
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 249.172878976
• Heavy Atom Count: 18
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl3-(4-(2-Aminoethyl)phenyl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC1=CC=C(C=C1)CCN

Technology Process of tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate

There total 4 articles about tert-Butyl 3-(4-(2-aminoethyl)phenyl)propanoate 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: 84.0%

(E)-tert-butyl 3-(4-(cyanomethyl)phenyl)acrylate (120225-74-3) → tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate (120225-79-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In isopropyl alcohol; for 7h; under 2585.7 Torr; Heating;

DOI:10.1021/jm00169a015

Reference yield:

p-(2-t-butoxycarbonyl-ethyl)-phenyl-acetonitrile (120225-78-7) → tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate (120225-79-8)

Guidance literature:

With ammonium hydroxide; hydrogen; T-1 Raney Nickel; In ethanol; for 3h;

DOI:10.1021/jm00102a008

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-butyl 3-<4-(2-aminoethyl)phenyl>propionate (120225-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 105 g / Pd(OAc)2, tri-o-tolylphosphine / triethylamine / 6 h / Heating

2: 84 percent / 1 N HCl, H₂ / 10percent Pd/C / propan-2-ol / 7 h / 2585.7 Torr / Heating

With hydrogenchloride; palladium diacetate; hydrogen; tris-(o-tolyl)phosphine; palladium on activated charcoal; In triethylamine; isopropyl alcohol;

DOI:10.1021/jm00169a015

upstream raw materials:

(E)-tert-butyl 3-(4-(cyanomethyl)phenyl)acrylate

p-(2-t-butoxycarbonyl-ethyl)-phenyl-acetonitrile

tert-Butyl acrylate

4-Bromophenylacetonitrile

Downstream raw materials:

2-<<4-<2-(tert-butoxycarbonyl)etyl>phenethyl>amino>-2',3'-O-isopropylideneadenosine-5'-N-ethylcarboxamide

3-(4-{2-[6-Amino-9-((1R,2S,3R,4S)-4-ethylcarbamoyl-2,3-dihydroxy-cyclopentyl)-9H-purin-2-ylamino]-ethyl}-phenyl)-propionic acid tert-butyl ester

2-<<4-(2-carbomethoxyetyl)phenethyl>amino>adenosine-5'-N-ethylcarboxamide hydrochloride

2-p-(2-carboxyethyl)phenethylamino-5'-N-ethylcarboxamidoadenosine hydrochloride

Refernces

• 1、 Hutchison, Alan J.,Williams, Michael,Jesus, Reynalda, de,Yokoyama, Rina,Oei, Howard H.,et al.. "2-(Arylalkylamino)adenosin-5'-uronamides: A New Class of Highly Selective Adenosine A2 Receptor Ligands". . p. 1919 - 1924. Retrieved 2007/10/02.