1234-35-1

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1234-35-1 Structure

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 N_α-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
[Major Application] peptide synthesis
[InChI] 1S/C14H20N4O4/c15-13(16)17-8-4-7-11(12(19)20)18-14(21)22-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,18,21)(H,19,20)(H4,15,16,17)/t11-/m0/s1
[InChIKey] SJSSFUMSAFMFNM-NSHDSACASA-N
[SMILES] NC(=N)NCCC[C@H](NC(=O)OCc1ccccc1)C(O)=O
[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
[Storage Class] 11 - Combustible Solids

Raw materials And Preparation Products	Back Directory
[Raw materials] N(alpha)-carbobenzoxyarginine-4-nitroanilide-->Z-Arg(NO2)-OH-->Z-Orn-OH-->H-Phe-NH2-->L(+)-Arginine-->Scandium trifluoromethanesulfonate-->Cyanamide-->Benzyl chloroformate-->Benzyl alcohol-->4-Nitroaniline
[Preparation Products] N-Phospho-L-arginine-->Phospho-L-arginine sodium-->Z-Arg(Z)2-OH-->4-Nitrophenol

Material Safety Data Sheet(MSDS)	Back Directory
[msds information] Nalpha-Cbz-L-Arginine(1234-35-1).msds

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] 420-04-2 2640-58-6 1234-35-1 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

Spectrum Detail	Back Directory
[Spectrum Detail] Nalpha-Cbz-L-Arginine(1234-35-1)MS Nalpha-Cbz-L-Arginine(1234-35-1)¹HNMR Nalpha-Cbz-L-Arginine(1234-35-1)¹³CNMR Nalpha-Cbz-L-Arginine(1234-35-1)IR1 Nalpha-Cbz-L-Arginine(1234-35-1)IR2 Nalpha-Cbz-L-Arginine(1234-35-1)Raman

Well-known Reagent Company Product Information	Back Directory
[Alfa Aesar] N(alpha)-Benzyloxycarbonyl-L-arginine, 99%(1234-35-1)
[Sigma Aldrich] 1234-35-1(sigmaaldrich)
[TCI AMERICA] Nalpha-Carbobenzoxy-L-arginine,>97.0%(T)(1234-35-1)

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