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Boc-His(Dnp)-OH

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Boc-His(Dnp)-OH manufacturers

  • BOC-HIS(DNP)-OH
  • BOC-HIS(DNP)-OH pictures
  • $15.00
  • 2021-08-12
  • CAS:25024-53-7
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • BOC-HIS(DNP)-OH
  • BOC-HIS(DNP)-OH pictures
  • $1.00
  • 2019-07-06
  • CAS:25024-53-7
  • Min. Order: 1UG
  • Purity: 98%
  • Supply Ability: 100KG
Boc-His(Dnp)-OH Basic information
Synthesis
Product Name:Boc-His(Dnp)-OH
Synonyms:BOC-L-DINITROPHENYL HISTIDINE;BOC-L-HIS(DNP)-OH;BOC-L-HISTIDINE (DNP);Nα-Boc-N(im)-2,4-dinitrophenyl-L-histidine;na-T-boc-N-im-dnp-L-histidine;N-(tert-butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine;N-α-Boc-N-im-dinitrophenyl-L-histidine;BOC-HIS(DNP)
CAS:25024-53-7
MF:C17H19N5O8
MW:421.36
EINECS:246-569-0
Product Categories:Histidine [His, H];Boc-Amino Acids and Derivative;Boc-Amino acid series;Amino Acid Derivatives;Amino Acids
Mol File:25024-53-7.mol
Boc-His(Dnp)-OH Structure
Boc-His(Dnp)-OH Chemical Properties
Melting point 98-100 °C (dec.)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form Solid
Optical Rotation[α]20/D +61±3°, c = 1% in ethyl acetate
Water Solubility Slightly soluble in water.
Sensitive Light Sensitive
BRN 771922
Major Applicationpeptide synthesis
InChI1S/C17H19N5O8/c1-17(2,3)30-16(25)19-12(15(23)24)6-10-8-20(9-18-10)13-5-4-11(21(26)27)7-14(13)22(28)29/h4-5,7-9,12H,6H2,1-3H3,(H,19,25)(H,23,24)/t12-/m0/s1
InChIKeyKPGVUOQMOHGHEW-LBPRGKRZSA-N
SMILESCC(C)(C)OC(=O)N[C@@H](Cc1cn(cn1)-c2ccc(cc2[N+]([O-])=O)[N+]([O-])=O)C(O)=O
CAS DataBase Reference25024-53-7(CAS DataBase Reference)
EPA Substance Registry SystemL-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-1-(2,4-dinitrophenyl)- (25024-53-7)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
8
TSCA TSCA listed
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
Boc-His(Dnp)-OH Usage And Synthesis
SynthesisStarting with 2,4-dinitrophenyl-L-histidine, the target compound BOC-HIS(DNP)-OH was prepared by an amino-protection reaction with di-tert-butyl dicarbonate.

Synthesis of 25024-53-7

Figure 1

Synthesis of BOC-HIS(DNP)-OH

Experimental Procedure:

2,4-Dinitrophenyl-L-histidine was dissolved in 100 mL of sodium hydroxide aqueous solution. 200 mL of tetrahydrofuran and 250 g of di-tert-butyl dicarbonate were added sequentially. The pH was controlled at 8-9. After reacting for 12 h, the mixture was extracted twice with 500 mL of ethyl acetate each time. The aqueous phase was then acidified with HCl to pH 1-2, and the product was extracted three times with 500 mL of ethyl acetate each time. The ester layers were combined and washed twice with 200 mL of saturated brine each time. The mixture was dried over anhydrous sodium sulfate for 12 h, filtered, concentrated, crystallized, and dried at 40-50 °C to obtain BOC-HIS(DNP)-OH.

Chemical PropertiesYellow solid
UsesThe Dnp group is stable to HF and TFMSA.
UsesIt is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Boc-His(Dnp)-OH Preparation Products And Raw materials
Tag:Boc-His(Dnp)-OH(25024-53-7) Related Product Information
1-Methyl-L-histidine N-Boc-L-Histidine 1-Phenylimidazole 4-(4-Methyl-1H-imidazol-1-yl)benzenamine 1-(4-Nitrophenyl)-1H-imidazole Boc-His(Dnp)-OH 4-(1H-Imidazol-1-yl)aniline Carbamic acid, [2-(1H-imidazol-4-yl)ethyl]-, 1,1-dimethylethyl ester (9CI) Boc-Lys(Dnp)-OH Boc-Orn(Dnp)-OH Boc-Dab(Dnp)-OH Boc-Dap(Dnp)-OH 1-Methyl-L-histidine N-hydrate Boc-His(Dnp)-OH isopropanol Boc-His(1-Me)-OH 2-Imidazol-1-yl-phenylamine Boc-His(Dnp)-OH.IPOH Boc-His(Dnp)-OH isopropanol solvate