ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate

Base Information

• Chemical Name: ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate
• CAS No.: 157115-85-0
• Molecular Formula: C17H22N2O4
• Molecular Weight: 318.373
• Hs Code.: 29339900
• European Community (EC) Number: 839-170-3
• UNII: 4QBJ98683M
• DSSTox Substance ID: DTXSID80166214
• Nikkaji Number: J759.455K
• Wikipedia: N-Phenylacetyl-L-prolylglycine_ethyl_ester
• Wikidata: Q7049784
• NCI Thesaurus Code: C166777
• ChEMBL ID: CHEMBL4303687
• Mol file: 157115-85-0.mol

Synonyms:Glycine,1-(phenylacetyl)-L-prolyl-, ethyl ester (9CI);Glycine,N-[1-(phenylacetyl)-L-prolyl]-, ethyl ester;GVS 111;Glycine,1-(2-phenylacetyl)-L-prolyl-, ethyl ester;SGS 111;Glycine, 1-(phenylacetyl)-L-prolyl-, ethyl ester;

Chemical Property of ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.93E-12mmHg at 25°C
• Melting Point: 94.0 to 98.0 °C
• Refractive Index: 1.548
• Boiling Point: 547.3°Cat760mmHg
• PKA: 13.41±0.20(Predicted)
• Flash Point: 284.8°C
• PSA: 75.71000
• Density: 1.202g/cm³
• LogP: 1.22820
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to 25 mg/ml)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 318.15795719
• Heavy Atom Count: 23
• Complexity: 432

Purity/Quality:

98.0% Min., ^*data from raw suppliers

1-(2-Phenylacetyl)-L-prolylglycineEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CNC(=O)C1CCCN1C(=O)CC2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)CNC(=O)[C@@H]1CCCN1C(=O)CC2=CC=CC=C2
• Description: Noopept is the brand name for N-phenylacetyl-L-prolylglycine ethyl ester , a synthetic nootropic molecule. It has a similar effect to piracetam, in that it provides a mild cognitive boost after supplementation. It also provides a subtle psychostimulatory effect. Noopept is up to 1000-times more potent than the original racetam, Piracetam.
• Uses: Noopept is a well-known nootropic that is often suggested as a first nootropic.Noopept is over 500 times more potentthan Piracetam.Like piracetam,it is capable of enhancing memory,learning,andfocus. Noopept is also a powerful antioxidant that prevents neurological disorders andhelps the brain grow.Because of this, it is thought to improve long-term memory. The human studies have shown promising results, with potential application in the treatment of Alzheimer's disease.

Technology Process of ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]acetate

There total 4 articles about ethyl 2-[[(2S)-1-(2-phenylacetyl)pyrrolidine-2-carbonyl]amino]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:

glycine ethyl ester hydrochloride (623-33-6) + C18H23NO4 → N-phenylacetyl-L-prolylglycine ethyl ester (157115-85-0)

Guidance literature:

With 4-methyl-morpholine; In chloroform; N,N-dimethyl-formamide; at -5 - 20 ℃; for 1.5h; Yield given;

DOI:10.1016/0223-5234(96)80448-X

Reference yield:

(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid (2752-38-7) → N-phenylacetyl-L-prolylglycine ethyl ester (157115-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / CHCl₃ / 0.03 h / -10 °C

2: N-methylmorpholine / CHCl₃; dimethylformamide / 1.5 h / -5 - 20 °C

With 4-methyl-morpholine; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(96)80448-X

Reference yield:

phenylacetyl chloride (103-80-0) → N-phenylacetyl-L-prolylglycine ethyl ester (157115-85-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / aq. NaOH / 0.25 h / 0 - 4 °C

2: N-methylmorpholine / CHCl₃ / 0.03 h / -10 °C

3: N-methylmorpholine / CHCl₃; dimethylformamide / 1.5 h / -5 - 20 °C

With 4-methyl-morpholine; sodium hydroxide; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/0223-5234(96)80448-X

upstream raw materials:

glycine ethyl ester hydrochloride

(S)-1-(2-phenylacetyl)pyrrolidine-2-carboxylic acid

phenylacetyl chloride

L-proline

Downstream raw materials:

N-phenylacetyl-L-prolylglycine

Refernces