Product Name

  • Name

    BOC-HIS(DNP)-OH

  • EINECS 246-569-0
  • CAS No. 25024-53-7
  • Article Data2
  • CAS DataBase
  • Density 1.49 g/cm3
  • 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
  • Appearance
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 25024-53-7 (BOC-HIS(DNP)-OH)
  • Hazard Symbols
  • Synonyms Histidine,N-carboxy-1-(2,4-dinitrophenyl)-, N-tert-butyl ester, L- (8CI);Boc-His(Dnp)-OH;
  • PSA 185.09000
  • LogP 3.64640

Synthetic route

(4R)-thiazolidine-4-carboxamide
61434-84-2

(4R)-thiazolidine-4-carboxamide

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(DNP)-Tzl-NH2
77897-75-7

Boc-His(DNP)-Tzl-NH2

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 4h;96%
3-hydroxy-1,2,3-benzotriazin-4(3H)-one ethylammonium salt
141076-78-0

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

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(τ-Dnp)-NH-Et
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%
Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(τ-Dnp)-NH2
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%
Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

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

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

Nα-tert-butoxycarbonyl-Nim-2,4-dinitrophenyl-L-histidyl-L-leucyl-O-benzyl-L-tyrosine benzyl ester
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%
3-hydroxy-1,2,3-benzotriazin-4(3H)-one methylammonium salt
141076-77-9

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

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(τ-Dnp)-NH-Me
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%
glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(DNP)-Gly-OMe

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%
(2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-ylsulfanyl)-pentan-3-ol; hydrochloride
143122-17-2

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

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

{(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
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%
4-Aminobutanol
13325-10-5

4-Aminobutanol

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

4-[Nα-tert-butyloxycarbonyl-NIm(1)-(2,4-dinitrophenyl)-L-histidyl]aminobutan-1-ol
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%
2,4,5-trichlorophenol
95-95-4

2,4,5-trichlorophenol

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Nα-(tert-butyloxycarbonyl)-Nim-(2,4-dinitrophenyl)-L-histidine 2,4,5-trichlorophenyl ester
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%
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexane
150577-70-1

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

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

N-im-(2,4-dinitrophenyl)-L-histidyl>-(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine
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%
dopamine hydrochloride
62-31-7

dopamine hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

N-[Nα-tert-butoxycarbonyl-Nτ-(2,4-dinitrophenyl)-L-histidinyl]dopamine
406728-65-2

N-[Nα-tert-butoxycarbonyl-Nτ-(2,4-dinitrophenyl)-L-histidinyl]dopamine

Conditions
ConditionsYield
With acetic acid In methanol; dichloromethane; ethyl acetate56%
-(2-amino-3-cyclohexyl-1-hydroxypropyl)phosphonic acid, dimethyl ester, hydrochloride
131372-76-4

-(2-amino-3-cyclohexyl-1-hydroxypropyl)phosphonic acid, dimethyl ester, hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

((1S,2S)-2-{(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionylamino}-3-cyclohexyl-1-hydroxy-propyl)-phosphonic acid dimethyl ester
125399-59-9, 131434-99-6

((1S,2S)-2-{(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionylamino}-3-cyclohexyl-1-hydroxy-propyl)-phosphonic acid dimethyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide55%
3,4-dihydroxybenzylamine hydrobromide
16290-26-9

3,4-dihydroxybenzylamine hydrobromide

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

N-[Nα-tert-Butoxycarbonyl-Nτ-(2,4-dinitrophenyl)-L-histidinyl]-3,4-dihydroxybenzylamine
406727-68-2

N-[Nα-tert-Butoxycarbonyl-Nτ-(2,4-dinitrophenyl)-L-histidinyl]-3,4-dihydroxybenzylamine

Conditions
ConditionsYield
With acetic acid In methanol; dichloromethane; ethyl acetate40%
2-(4-(triphenylmethylthio)phenyl)acetic acid
883566-52-7

2-(4-(triphenylmethylthio)phenyl)acetic acid

1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

N-tert-butoxycarbonyl-L-methionine
2488-15-5

N-tert-butoxycarbonyl-L-methionine

BOC-L-aspartic acid 4-benzyl ester
7536-58-5

BOC-L-aspartic acid 4-benzyl ester

N-Boc-O-benzyl-L-threonine
15260-10-3

N-Boc-O-benzyl-L-threonine

Boc-Glu
2419-94-5

Boc-Glu

Boc-(S)-Lys(2-Cl-Z)-OH
54613-99-9

Boc-(S)-Lys(2-Cl-Z)-OH

(S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid
47689-67-8

(S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid

Nα-t-butoxycarbonyl-Nδ-xanthydryl-L-glutamine
55260-24-7

Nα-t-butoxycarbonyl-Nδ-xanthydryl-L-glutamine

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

C130H200N32O39S2

C130H200N32O39S2

Conditions
ConditionsYield
Stage #1: 2-(4-(triphenylmethylthio)phenyl)acetic acid With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 1h;
Stage #2: With triethylsilane; trifluoroacetic acid In dichloromethane; water
Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-leucine; L-N-Boc-Ala; N-tert-butoxycarbonyl-L-methionine; BOC-L-aspartic acid 4-benzyl ester; N-Boc-O-benzyl-L-threonine; Boc-Glu; Boc-(S)-Lys(2-Cl-Z)-OH; (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid; Nα-t-butoxycarbonyl-Nδ-xanthydryl-L-glutamine; Boc-His(Dnp)-OH Further stages;
14%
BOC-glycine
4530-20-5

BOC-glycine

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

N-Boc-O-benzyl-L-threonine
15260-10-3

N-Boc-O-benzyl-L-threonine

Boc-Arg(Tos)-OH
13836-37-8

Boc-Arg(Tos)-OH

Boc-Thr(benzyl)-PAM dicyclohexylammonium salt

Boc-Thr(benzyl)-PAM dicyclohexylammonium salt

BOC-O-benzyl-L-serine
23680-31-1

BOC-O-benzyl-L-serine

Boc-Asp(O-cyclohexyl)-OH
73821-95-1

Boc-Asp(O-cyclohexyl)-OH

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

(S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid
47689-67-8

(S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid

S-<(4-methylphenyl)methyl>-L-cysteine
42294-52-0

S-<(4-methylphenyl)methyl>-L-cysteine

Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan
47355-10-2

Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan

(S)-2-tert-Butoxycarbonylamino-N-(9H-xanthen-9-yl)-succinamic acid
65420-40-8

(S)-2-tert-Butoxycarbonylamino-N-(9H-xanthen-9-yl)-succinamic acid

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-Lys(Pg)-OH

Boc-Lys(Pg)-OH

Boc-Gln(Pg)-OH

Boc-Gln(Pg)-OH

CSQFNDTLNVYLTAHNALGSSLHTAGVDLAKSLRIAAKIYSEADEAWRKAIDGLFT

CSQFNDTLNVYLTAHNALGSSLHTAGVDLAKSLRIAAKIYSEADEAWRKAIDGLFT

Conditions
ConditionsYield
Stage #1: Boc-Thr(benzyl)-PAM dicyclohexylammonium salt With diisopropyl-carbodiimide In dichloromethane for 1h;
Stage #2: With trifluoroacetic acid In dichloromethane for 0.0333333h;
Stage #3: BOC-glycine; t-Boc-L-valine; N-(tert-butyloxycarbonyl)-L-isoleucine; N-tert-butoxycarbonyl-L-leucine; L-N-Boc-Ala; N-tert-butoxycarbonyl-L-phenylalanine; N-Boc-O-benzyl-L-threonine; Boc-Arg(Tos)-OH; BOC-O-benzyl-L-serine; Boc-Asp(O-cyclohexyl)-OH; N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester; (S)-3-[4-(2-Bromo-benzyloxycarbonyloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid; S-<(4-methylphenyl)methyl>-L-cysteine; Nα-tert-butoxycarbonyl-1-formyl-L-tryptophan; (S)-2-tert-Butoxycarbonylamino-N-(9H-xanthen-9-yl)-succinamic acid; Boc-His(Dnp)-OH; Boc-Lys(Pg)-OH; Boc-Gln(Pg)-OH Further stages;
10.2%
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

N-tert-butoxycarbonyl-L-leucine
13139-15-6

N-tert-butoxycarbonyl-L-leucine

L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

Boc-Gln-OH
13726-85-7

Boc-Gln-OH

N-(fluoren-9-ylmethoxycarbonyl)glycine
29022-11-5

N-(fluoren-9-ylmethoxycarbonyl)glycine

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Arg(Tos)-OH
13836-37-8

Boc-Arg(Tos)-OH

2-(decyldisulfanyl)pyridine

2-(decyldisulfanyl)pyridine

BOC-O-benzyl-L-serine
23680-31-1

BOC-O-benzyl-L-serine

O-benzyl-N-Fmoc-L-serine
122889-11-6, 83792-48-7

O-benzyl-N-Fmoc-L-serine

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

Boc-(S)-Lys(2-Cl-Z)-OH
54613-99-9

Boc-(S)-Lys(2-Cl-Z)-OH

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

fmoc-S-4-methoxytrityl-L-cysteine

fmoc-S-4-methoxytrityl-L-cysteine

C151H256N48O39S

C151H256N48O39S

Conditions
ConditionsYield
Stage #1: Boc-Arg(Tos)-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide for 2h;
Stage #2: With piperidine In 1-methyl-pyrrolidin-2-one for 0.5h;
Stage #3: 1-(tert-butoxycarbonyl)-L-proline; t-Boc-L-valine; N-tert-butoxycarbonyl-L-leucine; L-N-Boc-Ala; Boc-Gln-OH; N-(fluoren-9-ylmethoxycarbonyl)glycine; N-tert-butoxycarbonyl-L-phenylalanine; 2-(decyldisulfanyl)pyridine; BOC-O-benzyl-L-serine; O-benzyl-N-Fmoc-L-serine; N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester; Boc-(S)-Lys(2-Cl-Z)-OH; Boc-His(Dnp)-OH; fmoc-S-4-methoxytrityl-L-cysteine Further stages;
10.2%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(DNP)-ONSu
50439-81-1

Boc-His(DNP)-ONSu

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 5℃; for 2.5h;5.06 g
1-(tert-butoxycarbonyl)-L-proline
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

(2S)-6-oxopipecolic acid
34622-39-4

(2S)-6-oxopipecolic acid

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Conditions
ConditionsYield
Yield given. Multistep reaction;
BOC-O-benzyl-L-serine
23680-31-1

BOC-O-benzyl-L-serine

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

pGlu-His-Trp-Ser
77124-58-4

pGlu-His-Trp-Ser

Conditions
ConditionsYield
Yield given. Multistep reaction;
4-nitro-phenol
100-02-7

4-nitro-phenol

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Nα-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidine p-nitrophenyl ester
51782-61-7

Nα-(tert-Butyloxycarbonyl)-N(im)-(2,4-dinitrophenyl)-L-histidine p-nitrophenyl ester

Conditions
ConditionsYield
With pyridine; dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; Ambient temperature;
isopropyl (3S,4S)-4-amino-5-cyclohexyl-3-hydroxypentanoate*HCl
132271-76-2

isopropyl (3S,4S)-4-amino-5-cyclohexyl-3-hydroxypentanoate*HCl

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

(3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid isopropyl ester

(3S,4S)-4-{(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionylamino}-5-cyclohexyl-3-hydroxy-pentanoic acid isopropyl 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;
Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(Dnp)-LeuΨ(CH2NH)Met-NH2
136484-03-2

Boc-His(Dnp)-LeuΨ(CH2NH)Met-NH2

Conditions
ConditionsYield
With 4-methyl-morpholine
p-(bromoacetamido)azobenzene
144800-02-2

p-(bromoacetamido)azobenzene

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionic acid (4-phenylazo-phenylcarbamoyl)-methyl ester

(S)-2-tert-Butoxycarbonylamino-3-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-propionic acid (4-phenylazo-phenylcarbamoyl)-methyl ester

Conditions
ConditionsYield
With 15-crown-5; sodium methylate In methanol; N,N-dimethyl-formamide at 50℃; for 0.5h;
(2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-yloxy)-butan-2-ol; hydrochloride

(2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-yloxy)-butan-2-ol; hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

{(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-(pyridin-2-yloxy)-propylcarbamoyl]-2-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-(pyridin-2-yloxy)-propylcarbamoyl]-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;
(2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-ylsulfanyl)-butan-2-ol; hydrochloride

(2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-ylsulfanyl)-butan-2-ol; hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

{(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-(pyridin-2-ylsulfanyl)-propylcarbamoyl]-2-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-3-(pyridin-2-ylsulfanyl)-propylcarbamoyl]-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;
(2S,3S)-2-Amino-1-cyclohexyl-5-(pyridin-2-yloxy)-pentan-3-ol; hydrochloride

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

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

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

{(S)-1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(pyridin-2-yloxy)-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;
(2S,3S)-2-Amino-1-cyclohexyl-6-(pyridin-2-ylsulfanyl)-hexan-3-ol; hydrochloride

(2S,3S)-2-Amino-1-cyclohexyl-6-(pyridin-2-ylsulfanyl)-hexan-3-ol; hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

{(S)-1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-5-(pyridin-2-ylsulfanyl)-pentylcarbamoyl]-2-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

{(S)-1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-5-(pyridin-2-ylsulfanyl)-pentylcarbamoyl]-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;
(3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-pentanoic acid phenylamide; hydrochloride

(3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-pentanoic acid phenylamide; hydrochloride

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

{(S)-1-((1S,2S)-1-Cyclohexylmethyl-2-hydroxy-3-phenylcarbamoyl-propylcarbamoyl)-2-[1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-ethyl}-carbamic acid tert-butyl ester

{(S)-1-((1S,2S)-1-Cyclohexylmethyl-2-hydroxy-3-phenylcarbamoyl-propylcarbamoyl)-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;
Leu-Cys(Dpm)-Gly-OMe*Trifluoracetat

Leu-Cys(Dpm)-Gly-OMe*Trifluoracetat

Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

Boc-His(Dnp)-Leu-Cys(Dpm)-Gly-OMe

Boc-His(Dnp)-Leu-Cys(Dpm)-Gly-OMe

Conditions
ConditionsYield
With 4-methyl-morpholine; isobutyl chloroformate 1) THF, -30 to -15 degC, 12 min; 2) THF, -30 degC, 1 h; room temp., overnight; Yield given. Multistep reaction;
Boc-His(Dnp)-OH
25024-53-7

Boc-His(Dnp)-OH

isobutyl chloroformate
543-27-1

isobutyl chloroformate

C22H27N5O10

C22H27N5O10

Conditions
ConditionsYield
With 4-methyl-morpholine In ethyl acetate at -23℃; for 0.5h;

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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