| Identification | More | [Name]
Nalpha-Cbz-L-Arginine | [CAS]
1234-35-1 | [Synonyms]
CBZ-ARG-OH
CBZ-L-ARGININE
CBZ-L-ARG-OH
L-ARGININE, N2-[(PHENYLMETHOXY)CARBONYL]-
N2-CARBOBENZYLOXY-L-ARGININE
N-ALPHA-BENZYLOXYCARBONYL-L-ARGININE
NALPHA-CARBOBENZOXY-L-ARGININE
N-ALPHA-CARBOBENZYLOXY-L-ARGININE
NALPHA-CBZ-L-ARGININE
N-ALPHA-Z-L-ARGININE
N-BENZYLOXYCARBONYL-L-ARGININE
N-CARBOBENZOXY-L-ARGININE
N-CBZ-L-ARGININE-OH
Z-ARGININE
Z-ARG-OH
Z-L-ARGININE
Z-L-ARG-OH
n2-[(phenylmethoxy)carbonyl]-l-arginin
Nα-Z-L-Arginine
N2-Carbobenzyloxy-L-arginine
| [EINECS(EC#)]
214-973-6 | [Molecular Formula]
C14H20N4O4 | [MDL Number]
MFCD00001762 | [Molecular Weight]
308.33 | [MOL File]
1234-35-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white powder | [Melting point ]
171-174 °C (dec.)(lit.) | [alpha ]
-11 º (c=0.5, 0.5N HCl 24 ºC) | [Boiling point ]
448.73°C (rough estimate) | [density ]
1.1765 (rough estimate) | [refractive index ]
-10 ° (C=5.5, 0.2mol/L HCl) | [storage temp. ]
2-8°C
| [solubility ]
DMSO, Water | [form ]
Solid | [pka]
3.90±0.21(Predicted) | [color ]
White | [Optical Rotation]
[α]20/D 9±1°, c = 5% in 1 M HCl | [BRN ]
2169267 | [CAS DataBase Reference]
1234-35-1(CAS DataBase Reference) | [EPA Substance Registry System]
1234-35-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29252900 |
| Hazard Information | Back Directory | [Chemical Properties]
white powder | [Uses]
Z-L-Arginine is used in the synthesis of renin inhibitors containing phosphorous acid derivatives at the scissile bond. Also used in the synthesis of a peptide deformylase inhibitor BB-3497. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of Cbz-arginine from cyanamide and (S)-5-amino-2-(benzyloxycarbonyloxyamino)pentanoic acid was as follows: to a solution of water (2.5 mL) containing p-methoxyaniline (1b, 61.6 mg, 0.50 μmol) and cyanamide (25.2 mg, 0.60 μmol) was added scandium trifluoromethanesulfonate (Sc(OTf)3, at room temperature. 24.6 mg, 50 nmol). The reaction mixture was stirred at 100 °C for 2 days. After completion of the reaction, the reaction mixture was washed with chloroform (3 x 10 mL) extraction. The aqueous layer was separated and concentrated under vacuum. The residue was purified by filtration through a silica gel pad (eluent: chloroform-methanol, 20:1, v/v). | [References]
[1] Synlett, 2014, vol. 25, # 9, p. 1302 - 1306 |
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