Ethyl 3-(benzylamino)propanoate

Base Information

• Chemical Name: Ethyl 3-(benzylamino)propanoate
• CAS No.: 23583-21-3
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 29224999
• European Community (EC) Number: 245-759-0
• NSC Number: 74954
• DSSTox Substance ID: DTXSID90178222
• Nikkaji Number: J31.446C
• Wikidata: Q72472919
• Mol file: 23583-21-3.mol

Synonyms:Ethyl 3-(benzylamino)propanoate;23583-21-3;Ethyl 3-(Benzylamino)propionate;Ethyl N-benzyl-beta-alaninate;N-Benzyl-beta-alanine Ethyl Ester;3-Benzylaminopropionic acid ethyl ester;MFCD00085541;Ethyl 3-benzylaminopropanoate;EINECS 245-759-0;ETHYL N-BENZYL-3-AMINOPROPIONATE;N-Benzyl-3-aminopropionic Acid Ethyl Ester;3-Benzylamino-propionic acid ethyl ester;Ethyl 3-benzylaminopropionate;NCIOpen2_003945;SCHEMBL549268;ethyl-beta-benzylaminopropionate;DTXSID90178222;Ethyl 3-(benzylamino)propanoate #;AMY24747;NSC74954;ethyl beta-(N-benzylamino)propionate;NSC 74954;NSC-74954;STK293206;ethyl N-(phenylmethyl)-beta-alaninate;AKOS002126689;AS-5356;CS-W015263;Ethyl 3-(benzylamino)propionate, 97%;N-(Phenylmethyl)-b-alanine ethyl ester;SB40680;3-Benzylamino-propanoic acid ethyl ester;NCGC00329923-01;SY003944;A4922;B1579;FT-0638336;beta-Alanine, N-(phenylmethyl)-, ethyl ester;EN300-49171;3-BENZYLAMINOPROPANOIC ACID ETHYL ESTER;.beta.-Alanine, N-(phenylmethyl)-, ethyl ester;AB00085937-01;AB00085937-03;3-BENZYL AMINO PROPIONIC ACID ETHYL ESTER

Chemical Property of Ethyl 3-(benzylamino)propanoate

Chemical Property:

• Vapor Pressure: 0.000737mmHg at 25°C
• Refractive Index: 1.503
• Boiling Point: 307.2 °C at 760 mmHg
• PKA: 8.57±0.19(Predicted)
• Flash Point: 139.6 °C
• PSA: 38.33000
• Density: 1.033 g/cm³
• LogP: 2.12030
• Storage Temp.: ?20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-β-alanineEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xi,Xn
• Statements: 36/38-52/53-22
• Safety Statements: 26-36/37/39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCNCC1=CC=CC=C1
• Uses: N-Benzyl-β-alanine Ethyl Ester is used as a reagent in organic synthesis including that of dipivaloyloxyphenyl aminopropionate β-agonist prodrugs which are used in the treatment of psoriasis. It is also used in the synthesis of N,N''-dithiobis(N-benzyl-β-alanine) dethyl ester, which is an important intermediate of insecticide OK-135, and in synthesis of spiropiperidine-based orexin-2 receptor (OX2R) antagonists.

Technology Process of Ethyl 3-(benzylamino)propanoate

There total 21 articles about Ethyl 3-(benzylamino)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: 97.0%

benzylamine (100-46-9) + ethyl acrylate (140-88-5,9003-32-1) → ethyl-3-benzylamino propionate (23583-21-3)

Guidance literature:

With copper diacetate; In water; at 20 ℃; for 12h;

DOI:10.1055/s-2003-42125

Reference yield: 80.0%

benzylamine (100-46-9) + ethyl acrylate (140-88-5,9003-32-1) → ethyl-3-benzylamino propionate (23583-21-3) + N,N-bis(2-ethoxycarbonylethyl)benzylamine (6938-07-4)

Guidance literature:

With aluminum oxide; In neat (no solvent); at 95 ℃; for 3h; Green chemistry;

DOI:10.3390/molecules21060815

Reference yield: 79.2%

Ethyl 3-bromopropionate (539-74-2) + benzylamine (100-46-9) → ethyl-3-benzylamino propionate (23583-21-3) + N,N-bis(2-ethoxycarbonylethyl)benzylamine (6938-07-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; Heating;

DOI:10.1039/b602977a

upstream raw materials:

Ethyl 3-bromopropionate

benzylamine

ethanol

ethyl acrylate

Downstream raw materials:

1-benzyl-dihydro-pyrimidine-2,4-dione

N-benzyl-N-boc-β-alanine ethyl ester

2,2-Dimethyl-propionic acid 5-{2-[benzyl-(2-ethoxycarbonyl-ethyl)-amino]-acetyl}-2-(2,2-dimethyl-propionyloxy)-phenyl ester

3-{Benzyl-[2-(2,2-diphenyl-benzo[1,3]dioxol-5-yl)-2-oxo-ethyl]-amino}-propionic acid ethyl ester

Refernces

• 1、 Nomkoko, Thembelani E.,Jackson, Graham E.,Nakani, Bandile S.,Hunter, Roger. "Solution chemistry of 1,15-bis(N,N-dimethyl)-5,11-dioxo-8-(N-benzyl)-1,4,8, 12,15-pentaazapentadecane with metal ions of biological interest - Insights toward active metal ion containing therapeutics and diagnostic agents". . p. 4029 - 4038. Retrieved 2006.
• 2、 -. "EIF4E INHIBITORS AND USES THEREOF". Paragraph 00337; 00363. . Retrieved 2021/09/11.
• 3、 Liu, Lala,Guo, Donghui,Wang, Jian. "NHC-catalyzed asymmetric α-regioselective [4 + 2] annulation to construct α-alkylidene-δ-lactones". supporting information. p. 7025 - 7029. Retrieved 2020/09/15.