(S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride

Base Information

• Chemical Name: (S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride
• CAS No.: 99306-64-6
• Molecular Formula: C17H26 N6 O5 . Cl H
• Molecular Weight: 430.892
• DSSTox Substance ID: DTXSID60542375
• Mol file: 99306-64-6.mol

Synonyms:99306-64-6;Boc-Arg-pNA.HCl;(S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride;Nalpha-(tert-Butoxycarbonyl)-L-arginine 4-Nitroanilide Hydrochloride;Nalpha-Boc-L-arginine 4-Nitroanilide Hydrochloride;Boc-L-Arg-pNA*HCl;tert-butyl N-[(2S)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]carbamate;hydrochloride;Nalpha-(tert-butoxycarbonyl)-l-arginine 4-nitroanilide HCl;MFCD00143585;SCHEMBL10883407;DTXSID60542375;OUVONNGVXPOXGB-ZOWNYOTGSA-N;N-alpha-t-butyloxycarbonyl-l-arginine P-nitroanilide Hydrochloride;ZDA30664;B1497;CS-0154541;A12969;A858480;Boc-Arg-pNA inverted exclamation mark currencyHCl;N+/--(tert-Butoxycarbonyl)-L-arginine 4-Nitroanilide Hydrochloride;N-(alpha)-(tert-Butoxycarbonyl)-L-arginine 4-nitroanilide hydrochloride;(S)-tert-butyl 5-guanidino-1-(4-nitrophenylamino)-1-oxopentan-2-ylcarbamate hydrochloride;Carbamic acid,[4-[(aminoiminomethyl)amino]-1-[[(4-nitrophenyl)amino]carbonyl]butyl]-,1,1-dimethylethyl ester,monohydrochloride,(S)-(9ci);tert-Butyl [(2S)-5-[(diaminomethylidene)amino]-1-(4-nitroanilino)-1-oxopentan-2-yl]carbamate--hydrogen chloride (1/1)

Chemical Property of (S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride

Chemical Property:

• Vapor Pressure: 6.96E-18mmHg at 25°C
• Refractive Index: -12 ° (C=1, MeOH)
• Boiling Point: 664.3oC at 760 mmHg
• Flash Point: 355.5oC
• PSA: 175.15000
• LogP: 4.66990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 430.1731457
• Heavy Atom Count: 29
• Complexity: 572

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-L-Arg-pNAhydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCN=C(N)N)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-].Cl
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCN=C(N)N)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-].Cl

Technology Process of (S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride

There total 3 articles about (S)-tert-Butyl (5-guanidino-1-((4-nitrophenyl)amino)-1-oxopentan-2-yl)carbamate hydrochloride 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: 95.0%

t-butyloxycarbonyl-L-arginine (13726-76-6,78603-12-0) + 4-nitro-aniline (100-01-6,104810-17-5) → N-(t-butoxycarbonyl)-L-arginine p-nitroanilide hydrochloride (99306-64-6)

Guidance literature:

With pyridine; trichlorophosphate; for 0.5h;

Reference yield: 91.0%

Nα-t-butoxycarbonyl-arginine hydrochloride (35897-34-8,113712-06-4) + 4-nitro-aniline (100-01-6,104810-17-5) → N-(t-butoxycarbonyl)-L-arginine p-nitroanilide hydrochloride (99306-64-6)

Guidance literature:

With pyridine; trichlorophosphate; at -15 ℃;

DOI:10.1016/0040-4020(95)00671-T

Reference yield: 75.0%

Nα-t-butoxycarbonyl-arginine hydrochloride (35897-34-8,113712-06-4) + N,N'-bis(4-nitrophenyl)phospheneimidous amide (134393-23-0) → N-(t-butoxycarbonyl)-L-arginine p-nitroanilide hydrochloride (99306-64-6)

Guidance literature:

With pyridine; at 40 ℃; for 4h;

DOI:10.1246/bcsj.64.1422

upstream raw materials:

N^α-t-butoxycarbonyl-arginine hydrochloride

N,N'-bis(4-nitrophenyl)phospheneimidous amide

t-butyloxycarbonyl-L-arginine

4-nitro-aniline

Downstream raw materials:

N-benzoyl-L-isoleucyl-L-α-glutamylglycyl-N-(4-nitrophenyl)-L-argininamide methyl ester hydrochloride

L-arginine p-nitroanilide dihydrochloride

Refernces

• 1、 Oyamada, Hidekazu,Saito, Takashi,Inaba, Shinsaku,Ueki, Masaaki. "Reinvestigation of the Phosphazo Method and Synthesis of N-(t-Butoxycarbonyl)-L-arginine p-Nitroanilide and a Chromogenic Enzyme Substrate for the Factor Xa". . p. 1422 - 1424. Retrieved 2007/10/02.