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N-Boc-N'-nitro-L-arginine

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Name

N-Boc-N'-nitro-L-arginine

EINECS 218-580-0
CAS No. 2188-18-3 Density 1.4 g/cm3
PSA 169.36000 LogP 1.84580
Solubility N/A Melting Point 257oC
Formula C11H21N5O6 Boiling Point N/A
Molecular Weight 319.318 Flash Point N/A
Transport Information N/A Appearance white crystal powder
Safety 26-36-37/39-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2188-18-3 (N-Boc-N'-nitro-L-arginine) Hazard Symbols IrritantXi
Synonyms

L-Ornithine,N2-[(1,1-dimethylethoxy)carbonyl]-N5-[imino(nitroamino)methyl]-;Ornithine,N2-carboxy-N5-(nitroamidino)-, N2-tert-butyl ester, L- (8CI);N2-tert-Butyloxycarbonyl-Nw-nitro-L-arginine;Na-tert-Butoxycarbonyl-NG-nitroarginine;Boc-Arg(NO2)-OH;

Article Data 15

N-Boc-N'-nitro-L-arginine Synthetic route

2149-70-4

N-nitro-L-arginine

24424-99-5

di-tert-butyl dicarbonate

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With sodium hydroxide; magnesium oxide In 1,4-dioxane; water for 24h; Ambient temperature;95%
With sodium hydroxide In 1,4-dioxane; water at 20 - 40℃; for 15h; pH=8.5;82%
2149-70-4

N-nitro-L-arginine

75844-68-7

tert-butyl 2-oxo-1,3-oxazole-3(2H)-carboxylate

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With dmap; triethylamine In 1,4-dioxane; water for 15h; Ambient temperature;82%
2149-70-4

N-nitro-L-arginine

dimethylsulfonium methylsulfate

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;78%
1070-19-5

N-(tert-butyloxycarbonyl) azide

2149-70-4

N-nitro-L-arginine

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane
(i) Na2CO3, aq. dioxane, (ii) /BRN= 1363586/; Multistep reaction;
With magnesium oxide
With triethylamine In water; N,N-dimethyl-formamide
2149-70-4

N-nitro-L-arginine

58632-95-4

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With triethylamine
18942-25-1

t-butylpentachlorophenyl carbonate

N-ω-nitro-L-arginine

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With triethylamine In chloroform; N,N-dimethyl-formamide
13726-76-6

t-butyloxycarbonyl-L-arginine

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
With sulfuric acid; nitric acid Nitration;
24424-99-5

di-tert-butyl dicarbonate

2188-18-3

Boc-Arg(NO2)-OH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / Et3N / acetonitrile / 5 h / 5 °C
2: 78 percent / Et3N / H2O / Ambient temperature
View Scheme
2188-18-3

Boc-Arg(NO2)-OH

175216-23-6

N1-benzyloxycarbonyl-N8-D-leucyl-1,8-octanediamine

175216-24-7

N1-benzyloxycarbonyl-N8-(Nα-t-butoxycarbonyl-Ng-nitroarginyl-D-leucyl)-1,8-octanediamine

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; Acylation;100%
2188-18-3

Boc-Arg(NO2)-OH

147081-44-5

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

(3S)-3-({(2S)-2-[(tert-butoxycarbonyl)amino]-5-(3-nitroguanidino)pentanoyl}amino)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃;99%

N-Boc-N'-nitro-L-arginine Specification

N-Boc-N'-nitro-L-arginine, its cas register number is 2188-18-3. It also can be called Boc-arg(n02)-oh; N-2-[(1,1-Dimethylethoxy)carbonyl]-n5-[imino(nitroamino)methyl]-l-ornithin; N-α-Boc-Nω-nitro-L-arginine; N-Alpha-t-Boc-n-omega-nitro-l-arginine; N-Alpha-t-Boc-n-g-nitro-l-arginine; N-Alpha-Tert-butyloxycarbonyl-n-gamma-nitro-l-arginine; N-Alpha-t-Butoxycarbonyl-n-g-nitro-l-arginine; N-Alpha-Tert-butoxycarbonyl-n-nitro-l-arginin. N-Boc-N'-nitro-L-arginine (CAS NO.2188-18-3) is a biochemical reagent used in the organic synthesis.

Physical properties about N-Boc-N'-nitro-L-arginine are: (1)ACD/LogP: 0.995; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -1.04; (4)ACD/LogD (pH 7.4): -2.58; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 11; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 8; (12)Index of Refraction: 1.564; (13)Molar Refractivity: 73.89 cm3; (14)Molar Volume: 227.1 cm3; (15)Polarizability: 29.29 10-24cm3; (16)Surface Tension: 55.3 dyne/cm; (17)Density: 1.4 g/cm3;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C11H21N5O6/c1-11(2,3)22-10(19)14-7(8(17)18)5-4-6-13-9(12)15-16(20)21/h7H,4-6H2,1-3H3,(H,14,19)(H,17,18)(H3,12,13,15)/t7-/m0/s1;
(2)InChIKey=OZSSOVRIEPAIMP-ZETCQYMHSA-N;
(3)SmilesO=C(OC(C)(C)C)N[C@H](C(=O)O)CCCNC(=N)N[N+](=O)[O-];

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