Perchlorophenyl 5-oxo-L-prolinate

Base Information

• Chemical Name: Perchlorophenyl 5-oxo-L-prolinate
• CAS No.: 28990-85-4
• Molecular Formula: C11H6Cl5NO3
• Molecular Weight: 377.439
• Hs Code.: 2933 79 00
• European Community (EC) Number: 249-360-2
• DSSTox Substance ID: DTXSID60183186
• Nikkaji Number: J286.498C
• Wikidata: Q76149827
• Mol file: 28990-85-4.mol

Synonyms:28990-85-4;L-Pyroglutamic acid pentachlorophenyl ester;Perchlorophenyl 5-oxo-L-prolinate;(2,3,4,5,6-pentachlorophenyl) (2S)-5-oxopyrrolidine-2-carboxylate;EINECS 249-360-2;C11H6Cl5NO3;C11H5Cl5NO3;SCHEMBL5838976;C11-H5-Cl5-N-O3;DTXSID60183186;ZKGMBAZWQLUSMW-VKHMYHEASA-N;MFCD00057185;AKOS027430444;5-Oxo-L-proline pentachlorophenyl ester;L-Proline, 5-oxo-, pentachlorophenyl ester;l-pyroglu-tamic acid pentachlorophenyl ester;CS-0450636;L-Proline,5-oxo-,pentachlorophenyl ester(9ci);(S)-Perchlorophenyl 5-oxopyrrolidine-2-carboxylate;J-017348;Perchlorophenyl (S)-5-oxopyrrolidine-2-carboxylate

Chemical Property of Perchlorophenyl 5-oxo-L-prolinate

Chemical Property:

• Vapor Pressure: 1.45E-12mmHg at 25°C
• Melting Point: 185-190°C
• Refractive Index: 1.605
• Boiling Point: 559.9 °C at 760 mmHg
• PKA: 14.22±0.40(Predicted)
• Flash Point: 292.4 °C
• PSA: 58.89000
• Density: 1.683 g/cm³
• LogP: 4.41350
• Storage Temp.: -15°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 376.876081
• Heavy Atom Count: 20
• Complexity: 394

Purity/Quality:

99% ^*data from raw suppliers

L-Pyroglutamic acid pentachlorophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC1C(=O)OC2=C(C(=C(C(=C2Cl)Cl)Cl)Cl)Cl
• Isomeric SMILES: C1CC(=O)N[C@@H]1C(=O)OC2=C(C(=C(C(=C2Cl)Cl)Cl)Cl)Cl

Technology Process of Perchlorophenyl 5-oxo-L-prolinate

There total 1 articles about Perchlorophenyl 5-oxo-L-prolinate 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: 50.0%

Pentachlorophenol (87-86-5,67471-28-7) + L-Pyroglutamic acid (98-79-3) → pentachlorophenyl ester of L-pyroglutamic acid (28990-85-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; 1.) 0 deg C, 1 h, 2.) r.t., overnight;

DOI:10.1007/BF00758266

Reference yield: 76.0%

pentachlorophenyl ester of L-pyroglutamic acid (28990-85-4) + L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → pidotimod (121808-62-6,162148-17-6,117241-40-4,162148-16-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 24h; Ambient temperature;

Reference yield: 73.0%

L-asparagine amide (16748-73-5) + pentachlorophenyl ester of L-pyroglutamic acid (28990-85-4) → L-pyroglutamyl-L-asparagine amide (103322-29-8)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1007/BF02219454

upstream raw materials:

Pentachlorophenol

L-Pyroglutamic acid

Downstream raw materials:

(S)-5-Oxo-pyrrolidine-2-carboxylic acid (4-piperidin-1-yl-but-2-ynyl)-amide

pyroglutamyl-phenylalanyl-phenylalanine-glycyl-leucyl-methionine amide

(S)-5-Oxo-pyrrolidine-2-carboxylic acid (4-azocan-1-yl-but-2-ynyl)-amide

(S)-5-Oxo-pyrrolidine-2-carboxylic acid [4-((2S,6R)-2,6-dimethyl-piperidin-1-yl)-but-2-ynyl]-amide

Refernces

• 1、 Gudasheva, T. A.,Ostrovskaya, R. U.,Maksimova, F. B.,Trofimov, S. S.,Kosoi, M. Yu.,et al.. "POSSIBLE STRUCTURO-FUNCTIONAL ASSOCIATION OF PYRACETAM AND VASOPRESSIN". . p. 191 - 194. Retrieved 2007/10/02.