Nalpha-Cbz-L-Arginine Chemical Properties

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 activity

[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

L-Arginine, N2-[(phenylmethoxy)carbonyl]- (1234-35-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

24/25-36-26-S24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29252900

MSDS

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Nalpha-Cbz-L-Arginine Usage And Synthesis

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

Nalpha-Cbz-L-Arginine(1234-35-1)Related Product Information

• Cbz-L-arginine hydrochloride
• Benzyloxyacetyl chloride
• L(+)-Arginine
• ARGINASE
• Trimethoprim
• Z-ARG-OH HCL
• Arginine
• Z-ARG(MTR)-OH CHA
• Z-ARG(NO2)-OH
• Z-ARG(Z)2-OH
• BOC-ARG(Z)-OH
• BPOC-ARG(MTR)-OH
• Z-ARG(MTR)-OTBU
• N-ALPHA-BENZYLOXYCARBONYL-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-L-ARGININE CYCLOHEXYLAMINE
• Z-ARG(PMC)-OME
• 2-ARG-OBZL(4-NO2)HYDROCHLORIDE AND HYDROBROMIDE
• Z-ARG(MBS)-OH DCHA
• Z-ARG(TOS)-OH CHA