Z-Arg(NO2)-OH

Base Information

• Chemical Name: Z-Arg(NO2)-OH
• CAS No.: 2304-98-5
• Molecular Formula: C14H19 N5 O6
• Molecular Weight: 353.335
• Hs Code.: 2925290090
• European Community (EC) Number: 218-970-0
• Mol file: 2304-98-5.mol

Synonyms:Z-Arg(NO2)-OH;2304-98-5;L-Ornithine, N5-[imino(nitroamino)methyl]-N2-[(phenylmethoxy)carbonyl]-;(S)-2-(((Benzyloxy)carbonyl)amino)-5-(3-nitroguanidino)pentanoic acid;n-cbz-n-nitro-l-arginine;(2S)-2-{[(BENZYLOXY)CARBONYL]AMINO}-5-(N'-NITROCARBAMIMIDAMIDO)PENTANOIC ACID;Z-Arg(NO)-OH;MFCD00038092;Benzyloxycarbonylnitro-L-arginine;Nalpha-Z-Nomega-nitro-L-arginine;BZPCSFNCKORLQG-NSHDSACASA-N;N2-Carbobenzoxy-N?-nitro-L-arginine;AKOS015924230;AKOS015961686;AKOS030228183;Na-(Benzyloxycarbonyl)-N?-nitroarginine;AS-72867;N2-Benzyloxycarbonyl-NG-nitro-L-arginine;CS-0188249;NS00049285;N2-((Benzyloxy)carbonyl)-Nw-nitro-L-arginine;D95673;M06223;EN300-7372894;W-107438;(S)-2-(benzyloxycarbonylamino)-5-(3-nitroguanidino)pentanoic acid;N-alpha-BenZyloxycarbonyl-N'-nitro-L-arginine (CbZ-L-Arg(NO2)-OH);N'-[Imino(nitroamino)methyl]-N-[(phenylmethoxy)carbonyl]-L-ornithine

Chemical Property of Z-Arg(NO2)-OH

Chemical Property:

• Melting Point: 130-132 °C (dec.)
• Boiling Point: °Cat760mmHg
• PKA: 3.84±0.50(Predicted)
• Flash Point: °C
• PSA: 169.36000
• Density: 1.44g/cm³
• LogP: 2.24750
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Sparingly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 353.13353334
• Heavy Atom Count: 25
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Z-Arg(NO2)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCCN=C(N)N[N+](=O)[O-])C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CCCN=C(N)N[N+](=O)[O-])C(=O)O
• Uses: Z-Arg(NO2)-OH, is a building block used in peptide chemistry.

Technology Process of Z-Arg(NO2)-OH

There total 6 articles about Z-Arg(NO2)-OH 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: 88.0%

N-nitro-L-arginine (2149-70-4,13855-78-2,38733-00-5) + dimethylsulfonium methyl sulfate → N5-[imino(nitroamino)methyl]-N2-[(phenylmethoxy)carbonyl]-L-ornithine (2304-98-5)

Guidance literature:

With triethylamine; In water; Ambient temperature;

DOI:10.1246/bcsj.62.3103

Reference yield: 65.0%

N-nitro-L-arginine (2149-70-4,13855-78-2,38733-00-5) + benzyl chloroformate (501-53-1,94274-21-2) → N5-[imino(nitroamino)methyl]-N2-[(phenylmethoxy)carbonyl]-L-ornithine (2304-98-5)

Guidance literature:

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N5-[imino(nitroamino)methyl]-N2-[(phenylmethoxy)carbonyl]-L-ornithine (2304-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N / acetonitrile / 2 h / 5 °C

2: 88 percent / Et₃N / H₂O / Ambient temperature

With triethylamine; In water; acetonitrile;

DOI:10.1246/bcsj.62.3103

upstream raw materials:

N-nitro-L-arginine

benzyl chloroformate

L-arginine

L-arginine hydrochloride

Downstream raw materials:

N-(N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl)-L-leucine methyl ester

N-(N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl)-Ξ-serine ethyl ester

N-(N^α-benzyloxycarbonyl-N^ω-nitro-L-arginyl)-Ξ-serine benzyl ester

Z-Arg(NO₂)-Gly-OEt

Refernces

• 1、 Azuse,Tamura,Kinomura,Okai,Kouge,Hamatsu,Koizumi. "Peptide synthesis in aqueous solution. IV. Preparation and properties of [p-(benzyloxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate, [p-(t-butoxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate and [p-(9-fluorenylmethyl-oxycarbonyloxy)phenyl]dimethylsulfonium methyl sulfate as water-soluble N-acylating reagents". . p. 3103 - 3108. Retrieved 2007/10/02.