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N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine
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Name

N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine

 EINECS 246-569-0
CAS No. 25024-53-7 Density 1.49 g/cm3
PSA 185.09000 LogP 3.64640
Solubility Slightly soluble in water. Melting Point 98-100 °C (dec.)
Formula C17H19N5O8 Boiling Point 663.2 °C at 760 mmHg
Molecular Weight 421.367 Flash Point 354.9 °C
Transport Information N/A Appearance N/A
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 25024-53-7 (BOC-HIS(DNP)-OH) Hazard Symbols N/A
Synonyms

Histidine,N-carboxy-1-(2,4-dinitrophenyl)-, N-tert-butyl ester, L- (8CI);Boc-His(Dnp)-OH;

Article Data 2

N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine Synthetic route

61434-84-2

(4R)-thiazolidine-4-carboxamide

25024-53-7

Boc-His(Dnp)-OH

77897-75-7

Boc-His(DNP)-Tzl-NH2

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;96%
141076-78-0

3-hydroxy-1,2,3-benzotriazin-4(3H)-one ethylammonium salt

25024-53-7

Boc-His(Dnp)-OH

141076-75-7

Boc-His(τ-Dnp)-NH-Et

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 1) 0 deg C, 1 h, 2) RT, 2 h;93%
25024-53-7

Boc-His(Dnp)-OH

141076-73-5

Boc-His(τ-Dnp)-NH2

Conditions
ConditionsYield
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;93%
25024-53-7

Boc-His(Dnp)-OH

L-leucyl-O-benzyl-L-tyrosine benzyl ester hydrochloride

226545-68-2

Nα-tert-butoxycarbonyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isopropylamine; isopropyl alcohol In N,N-dimethyl-formamide Ambient temperature;90%
141076-77-9

3-hydroxy-1,2,3-benzotriazin-4(3H)-one methylammonium salt

25024-53-7

Boc-His(Dnp)-OH

141076-74-6

Boc-His(τ-Dnp)-NH-Me

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 1) 0 deg C, 1 h, 2) RT, 2 h;89%
5680-79-5

glycine ethyl ester hydrochloride

25024-53-7

Boc-His(Dnp)-OH

Boc-His(DNP)-Gly-OMe

Conditions
ConditionsYield
Stage #1: Boc-His(Dnp)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane for 0.5h; Cooling with ice;
Stage #2: glycine ethyl ester hydrochloride With triethylamine In dichloromethane at 20℃; Cooling with ice;		85.4%
143122-17-2

(2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride

25024-53-7

Boc-His(Dnp)-OH

139470-37-4

{(S)-1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-2-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 14h; Ambient temperature;79%
13325-10-5

4-Aminobutanol

25024-53-7

Boc-His(Dnp)-OH

291779-95-8

4-[Nα-tert-butyloxycarbonyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol

Conditions
ConditionsYield
With 2,3,4,5,6-pentafluorophenol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.666667h; Substitution;78%
95-95-4

2,4,5-trichlorophenol

25024-53-7

Boc-His(Dnp)-OH

95485-18-0

Nα-(tert-butyloxycarbonyl)-Nim-(2,4-dinitrophenyl)-L-histidine 2,4,5-trichlorophenyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In ethyl acetate at -5℃;77%
150577-70-1

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexane

25024-53-7

Boc-His(Dnp)-OH

129765-76-0

N-im-(2,4-dinitrophenyl)-L-histidyl>-(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Conditions
ConditionsYield
With N-ethylmorpholine;; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide for 24h; Ambient temperature;65.3%

N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine Chemical Properties

IUPAC Name:(2S)-3-[1-(2,4-dinitrophenyl)imidazol-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
Molecular Formula:C17H19N5O8
Molecular Weight:421.36146 g/mol
Density:1.49 g/cm3
Melting Point:98-100 °C(dec.)
Boiling Point:663.2°C at 760 mmHg
Flash Point:354.9 °C 
storage temp.:-20°C
EINECS:246-569-0
Synonyms of Boc-L-His(Dnp)-OH(25024-53-7):
N-ALPHA-BOC-NIM-DINITROPHENYL-L-HISTIDINE;N-ALPHA-BOC-NIM-2,4-DINITROPHENYL-L-HISTIDINE;N-ALPHA-T-BOC-N-IM-2,4-DINITROPHENYL-L-HISTIDINE;N-ALPHA-T-BOC-N-IM-DINITROPHENYL-L-HISTIDINE;TBOC-L-HISTIDINE (DNP);n-[(1,1-dimethylethoxy)carbonyl]-1-(2,4-dinitrophenyl)-l-histidin;BOC-HIS(DNP)-OH;BOC-L-DINITROPHENYL HISTIDINE;BOC-HIS(DNP)-OH
Categories of Boc-L-His(Dnp)-OH(25024-53-7):
Amino Acid Derivatives;Amino Acids;Histidine [His, H];Boc-Amino Acids and Derivative;Boc-Amino acid series

N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine Uses

Boc-L-His(Dnp)-OH(25024-53-7) is used as a pharmaceutical intermediate.

N-(tert-Butoxycarbonyl)-1-(2,4-dinitrophenyl)-L-histidine Safety Profile

Safety Information of Boc-L-His(Dnp)-OH(25024-53-7):
Safety Statements:22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
WGK Germany:3
F:8
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