BOC-D-ARG(NO2)-OH

Base Information

• Chemical Name: BOC-D-ARG(NO2)-OH
• CAS No.: 50913-12-7
• Molecular Formula: C11H21N5O6
• Molecular Weight: 319.318
• UNII: 9Q358K64GP
• DSSTox Substance ID: DTXSID00427410
• Mol file: 50913-12-7.mol

Synonyms:Boc-D-Arg(NO2)-OH;

Chemical Property of BOC-D-ARG(NO2)-OH

Chemical Property:

• PKA: 3.84±0.50(Predicted)
• PSA: 169.36000
• Density: 1.4g/cm³
• LogP: 1.84580
• Storage Temp.: -15°C
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 319.14918341
• Heavy Atom Count: 22
• Complexity: 439

Purity/Quality:

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

Nα-Boc-Nω-nitro-D-arginine ^*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[N+](=O)[O-])C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CCCN=C(N)N[N+](=O)[O-])C(=O)O
• Uses: Nα-Boc-Nω-nitro-D-arginine is used in the synthesis of selective inactivators of human plasma kallikrein via chloromethyl ketone formation. Nα-Boc-Nω-nitro-D-arginine also produced modest inhibition of the effects acetylcholine in rabbit aorta.

Technology Process of BOC-D-ARG(NO2)-OH

There total 1 articles about BOC-D-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:

→ N-Boc-N'-NO2-arginine (2188-18-3,50913-12-7)

Guidance literature:

N^g-nitro-Arg, 2-Boc-oxyimino-2-phenylacetonitril, (C2H5)3N;

Reference yield: 93.0%

(2R)-2-(tert-butoxycarbonylamino)-5-[(N-nitrocarbamimidoyl)amino]pentanoic acid (50913-12-7) + TFA*H-Phe-Lys(Z)-NH2 → Boc-D-Arg(NO2)-Phe-Lys(Z)-NH2

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 27h;

DOI:10.1021/jm0504959

Reference yield: 90.0%

(S)-methyl 2-((S)-2-amino-3-phenylpropanamido)-6-{[(benzyloxy)carbonyl]amino}hexanoate trifluoroacetate + (2R)-2-(tert-butoxycarbonylamino)-5-[(N-nitrocarbamimidoyl)amino]pentanoic acid (50913-12-7) → Boc-D-Arg(NO2)-Phe-Lys(Z)-OMe

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm0504959

Downstream raw materials:

Boc-D-Arg(NO₂)-Phe-OMe

Boc-D-Arg(NO₂)-Phe-OEt

Boc-D-Arg(NO₂)-Phe-OBzL

Boc-D-Arg(NO₂)-Phe-NH(CH₂)2OH