H-Pro-Pna

Base Information

• Chemical Name: H-Pro-Pna
• CAS No.: 7369-91-7
• Molecular Formula: C₁₁H₁₃N₃O₃
• Molecular Weight: 235.243
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30994549
• Wikidata: Q82985534
• ChEMBL ID: CHEMBL68535
• Mol file: 7369-91-7.mol

Synonyms:H-Pro-Pna;7369-91-7;L-Proline 4-nitroanilide;(2S)-N-(4-nitrophenyl)pyrrolidine-2-carboxamide;(L)-Prolyl-P-nitroanilide;(S)-N-(4-nitrophenyl)pyrrolidine-2-carboxamide;prolyl-p-nitroaniline;L-Pro p-nitroanilide;H-L-Pro-pNA;N-(4-Nitrophenyl)prolinamide;CHEMBL68535;SCHEMBL621278;DTXSID30994549;MFCD00037865;AKOS010392250;AS-46951;CS-0319481;F11014;P-7505;2-Pyrrolidinecarboxamide,N-(4-nitrophenyl)-,(2S)-

Chemical Property of H-Pro-Pna

Chemical Property:

• Vapor Pressure: 1.08E-09mmHg at 25°C
• Melting Point: 88-90 °C
• Boiling Point: 488.5°C at 760 mmHg
• PKA: 13.06±0.70(Predicted)
• Flash Point: 249.2°C
• PSA: 86.95000
• Density: 1.342g/cm³
• LogP: 2.21030
• Storage Temp.: -15°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 235.09569129
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

L-Proline 4-nitroanilide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(NC1)C(=O)NC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1C[C@H](NC1)C(=O)NC2=CC=C(C=C2)[N+](=O)[O-]
• Uses: Substrate for the determination of proline arylamidase in human sera by continuous reaction.

Technology Process of H-Pro-Pna

There total 5 articles about H-Pro-Pna 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: 69.0%

tert-butyl (S)-2-((4-nitrophenyl)carbamoyl)pyrrolidine-1-carboxylate (97885-49-9) → (S)-N-(4-nitrophenyl)pyrrolidine-2-carboxamide (64155-02-8,7369-91-7)

Guidance literature:

tert-butyl (S)-2-((4-nitrophenyl)carbamoyl)pyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With sodium hydroxide; In water; at 5 ℃; pH=12;

DOI:10.1016/j.tet.2009.03.093

Reference yield:

benzyl (2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidine-1-carboxylate (21027-63-4) → (S)-N-(4-nitrophenyl)pyrrolidine-2-carboxamide (64155-02-8,7369-91-7)

Guidance literature:

With hydrogen bromide; In acetic acid;

DOI:10.1248/cpb.30.4060

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) + (S)-proline acid chloride hydrochloride (111492-63-8) → (S)-N-(4-nitrophenyl)pyrrolidine-2-carboxamide (64155-02-8,7369-91-7)

Guidance literature:

4-nitro-aniline; (S)-proline acid chloride hydrochloride; In tetrahydrofuran; Inert atmosphere;

With sodium carbonate; In water; ethyl acetate;

DOI:10.1016/j.tet.2009.04.050

upstream raw materials:

benzyl (2S)-2-[(4-nitrophenyl)carbamoyl]pyrrolidine-1-carboxylate

tert-butyl (S)-2-((4-nitrophenyl)carbamoyl)pyrrolidine-1-carboxylate

4-nitro-aniline

(S)-proline acid chloride hydrochloride

Downstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(S)-2-(4-nitro-phenylcarbamoyl)-pyrrolidin-1-yl]-3-oxo-propoxy}-tetrahydro-pyran-3-yl ester

4-nitro-N-(((S)-pyrrolidin-2-yl)methyl)benzenamine

Arg-Pro-pNA

Met-Pro-pNA

Refernces

• 1、 Zhou, Guo-Chun,Weng, Zhibing,Shao, Xiaoxia,Liu, Fang,Nie, Xin,Liu, Jinsong,Wang, Decai,Wang, Chunguang,Guo, Kai. "Discovery and SAR studies of methionine-proline anilides as dengue virus NS2B-NS3 protease inhibitors". supporting information. p. 6549 - 6554. Retrieved 2014/01/06.
• 2、 Pansare, Sunil V.,Kirby, Raie Lene. "Secondary-secondary diamine catalysts for the enantioselective Michael addition of cyclic ketones to nitroalkenes". experimental part. p. 4557 - 4561. Retrieved 2009/10/02.