Ethyl 2-(dibenzylamino)acetate

Base Information

• Chemical Name: Ethyl 2-(dibenzylamino)acetate
• CAS No.: 77385-90-1
• Molecular Formula: C18H21NO2
• Molecular Weight: 283.37
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID20393582
• Nikkaji Number: J1.956.434G
• Wikidata: Q72474158
• Mol file: 77385-90-1.mol

Synonyms:Ethyl 2-(dibenzylamino)acetate;77385-90-1;N,N-Dibenzylglycine Ethyl Ester;Di-Bzl-Gly-OEt;Glycine, N,N-bis(phenylmethyl)-, ethyl ester;dibenzylamino-acetic acid ethyl ester;MFCD00796343;Ethyl2-(Dibenzylamino)acetate;ethyl dibenzylaminoacetate;N,N-dibenzylglycineethyl ester;SCHEMBL254781;ethyl 2-(dibenzylamino)-acetate;DTXSID20393582;AFMDCFOWHWNQBP-UHFFFAOYSA-N;ADAL1038554;AMY31404;AKOS003974190;CS-W002679;AS-18545;ethyl 2-[bis(phenylmethyl)amino]ethanoate;SY007025;N,N-bis(phenylmethyl)-glycine ethyl ester;D3165;FT-0699402;2-[bis(phenylmethyl)amino]acetic acid ethyl ester;A839073

Chemical Property of Ethyl 2-(dibenzylamino)acetate

Chemical Property:

• Vapor Pressure: 7.59E-06mmHg at 25°C
• Melting Point: 56 °C
• Refractive Index: 1.562
• Boiling Point: 375.8 °C at 760 mmHg
• PKA: 5.47±0.50(Predicted)
• Flash Point: 122.5 °C
• PSA: 29.54000
• Density: 1.091 g/cm³
• LogP: 3.25190
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 283.157228913
• Heavy Atom Count: 21
• Complexity: 274

Purity/Quality:

99%, ^*data from raw suppliers

N,N-Dibenzylglycine Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN(CC1=CC=CC=C1)CC2=CC=CC=C2

Technology Process of Ethyl 2-(dibenzylamino)acetate

There total 7 articles about Ethyl 2-(dibenzylamino)acetate 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: 97.3%

ethyl bromoacetate (105-36-2) + dibenzylamine (103-49-1) → N,N-dibenzylglycine ethyl ester (77385-90-1)

Guidance literature:

In dichloromethane; at 25 ℃; for 16h;

Reference yield: 96.03%

benzyl chloride (100-44-7) + GlyOEt*HCl (459-73-4) → N,N-dibenzylglycine ethyl ester (77385-90-1)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃;

Reference yield: 92.0%

1-ethoxy-1-(trimethylsiloxy)ethene (18295-66-4) + N,N-dibenzyl-O-benzoylhydroxylamine (52742-32-2) → N,N-dibenzylglycine ethyl ester (77385-90-1)

Guidance literature:

With 1,5-bis-(diphenylphosphino)pentane; copper diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; Reagent/catalyst; Solvent; Concentration; Inert atmosphere;

DOI:10.1002/anie.201206755

upstream raw materials:

chloroacetic acid ethyl ester

dibenzylamine

ethyl bromoacetate

chloromethyl p-tolyl sulfoxide

Downstream raw materials:

(2S,3R)-2-Dibenzylamino-3-methyl-pentanedioic acid 1-ethyl ester 5-methyl ester

trans-1-(4-Methoxyphenyl)-3-dibenzylamino-4-trifluoromethyl-2-azetidinone

rac-(1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid ethyl ester

Refernces

• 1、 Chen, Shi-Lu,He, Jin,Hong, Yu,Li, Jin-Heng,Liu, Jian,Liu, Ting,Tang, Shi,Wang, Shuo-Wen,Xu, Zhen-Hua,Yu, Jian. "Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of α-Amino-β-Bromo Acid Esters with Aryl Bromides". supporting information. p. 21360 - 21367. Retrieved 2021/08/23.
• 2、 Oates, Conor L.,Widegren, Magnus B.,Clarke, Matthew L.. "Manganese-catalysed transfer hydrogenation of esters". supporting information. p. 8635 - 8638. Retrieved 2020/08/21.