Boc-His(Dnp)-OH

Base Information

• Chemical Name: Boc-His(Dnp)-OH
• CAS No.: 25024-53-7
• Deprecated CAS: 95485-28-2
• Molecular Formula: C17H19N5O8
• Molecular Weight: 421.367
• European Community (EC) Number: 246-569-0
• DSSTox Substance ID: DTXSID30885281
• Nikkaji Number: J236.032B
• Wikidata: Q72510149
• Mol file: 25024-53-7.mol

Synonyms:Boc-His(Dnp)-OH;25024-53-7;EINECS 246-569-0;(2S)-3-[1-(2,4-dinitrophenyl)imidazol-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(S)-2-((TERT-BUTOXYCARBONYL)AMINO)-3-(1-(2,4-DINITROPHENYL)-1H-IMIDAZOL-4-YL)PROPANOIC ACID;Boc-L-His(Dnp)-OH;N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine;L-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-1-(2,4-dinitrophenyl)-;N-((1,1-Dimethylethoxy)carbonyl)-1-(2,4-dinitrophenyl)-L-histidine;L-Histidine, N-((1,1-dimethylethoxy)carbonyl)-1-(2,4-dinitrophenyl)-;Boc-His(Dnp)-OH isopropanol solvate;C17H19N5O8;SCHEMBL7284653;DTXSID30885281;MFCD00065966;AKOS015908391;AKOS015924153;C17-H19-N5-O8;CS-W009689;FD21668;HY-W008973;AS-49154;n-boc-1-(2,4-dinitrophenyl)-l-histidine;Boc-His(Dnp)-OH, >=98.0% (TLC);N-ALPHA-BOC-NIM-DINITROPHENYL-L-HISTIDINE;A817610;W-107270;(S)-2-(tert-butoxycarbonylamino)-3-(1-(2,4-dinitrophenyl)-1H-imidazol-4-yl)propanoic acid;2-(tert-butoxycarbonylamino)-3-[1-(2,4-dinitrophenyl)imidazol-4-yl]propanoic acid

Chemical Property of Boc-His(Dnp)-OH

Chemical Property:

• Vapor Pressure: 1.72E-18mmHg at 25°C
• Melting Point: 98-100 °C (dec.)
• Refractive Index: 1.638
• Boiling Point: 663.2 °C at 760 mmHg
• Flash Point: 354.9 °C
• PSA: 185.09000
• Density: 1.49 g/cm³
• LogP: 3.64640
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 421.12336258
• Heavy Atom Count: 30
• Complexity: 671

Purity/Quality:

99% ^*data from raw suppliers

Boc-His(Dnp)-OH ≥98.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CN(C=N1)C2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CN(C=N1)C2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C(=O)O
• Uses: The Dnp group is stable to HF and TFMSA. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Boc-His(Dnp)-OH

There total 1 articles about Boc-His(Dnp)-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:

→ Boc-His(Dnp)-OH (25024-53-7)

Guidance literature:

Boc-L-His-OMe, 2,4-Dinitrofluorbzl.;

DOI:10.1021/bi00839a018

Reference yield: 96.0%

(4R)-thiazolidine-4-carboxamide (61434-84-2) + Boc-His(Dnp)-OH (25024-53-7) → Boc-His(DNP)-Tzl-NH2 (77897-75-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/jm00138a010

Reference yield: 93.0%

Boc-His(Dnp)-OH (25024-53-7) → Boc-His(τ-Dnp)-NH2 (141076-73-5)

Guidance literature:

With 3-hydroxy-1,2,3-benzotriazin-4(3H)-one ammonium salt; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; 1) 0 deg C, 1 h, 2) RT, 2 h;

DOI:10.1055/s-1992-26093

Downstream raw materials:

Boc-His(DNP)-ONSu

pGlu-His-Trp-Ser

N^α-(tert-butyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-L-histidine 2,4,5-trichlorophenyl ester

N_α-(tert-Butyloxycarbonyl)-N_(im)-(2,4-dinitrophenyl)-L-histidine p-nitrophenyl ester

Refernces