ChemicalBook--->CAS DataBase List--->21691-44-1

21691-44-1

21691-44-1 Structure

21691-44-1 Structure
IdentificationMore
[Name]

Z-NVA-OH
[CAS]

21691-44-1
[Synonyms]

BENZYLOXYCARBONYL-L-NORVALINE
CBZ-L-NORVALINE
N-ALPHA-CARBOBENZOXY-L-2-AMINO-PENTANOIC ACID
N-ALPHA-CARBOBENZOXY-L-NORVALINE
N-ALPHA-CBZ-L-NORVALINE
N-CARBOBENZOXY-L-NORVALINE
N-CBZ-L-NORVALINE
RARECHEM AL CF 0968
Z-APE(2)-OH
Z-L-2-AMINOVALERIC ACID
Z-L-ALPHA-AMINOVALERIC ACID
Z-L-NHCH[CH3(CH2)2]-COOH
Z-L-NORVALINE
Z-NORVALINE
Z-NVA-OH
Cbz-Nva-OH
NALPHA-Benzyloxycarbonyl-L-norvaline
N-alpha-Benzyloxycarbonyl-L-norvaline, (S)-N-alpha-Z-2-amino-valeric acid
Z-L-Nva-OH
Z-L-NORVALINE extrapure
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C13H17NO4
[MDL Number]

MFCD00063167
[Molecular Weight]

251.28
[MOL File]

21691-44-1.mol
Chemical PropertiesBack Directory
[Boiling point ]

439.4±38.0 °C(Predicted)
[density ]

1.184±0.06 g/cm3(Predicted)
[storage temp. ]

Store at RT.
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Powder
[pka]

4.00±0.20(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

21691-44-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P261-P280
[HS Code ]

2922498590
Hazard InformationBack Directory
[Uses]

Z-NVA-OH is also known as Cbz-L-norvaline. It could be used to synthesise Z-Nva-Ser(Bu’)-Gly-OPh. In specific steps, as follows: the protected dipeptide(53.1 g. 124mM) and Tos.OH.H2O (33.6g. 124mM) were dissolved in DMF (200) and hydrogenolysed overnight in the presence of 10% Pd/C (6g), then filtered and concentrated to 100ml. Z-Nva-OH (37.4g. 149mM) was dissolved in CH2Cl2 (170ml) and NMM (16.4ml. 149mM) added. After cooling to -20℃, pivaloyl chloride (17.8ml. 145 mM) was added, and the solution was stirred for 20 minutes before the precooled DMF solution from above was added. Following the addition of NMM (13.6 ml, 124 mM), the reaction was stirred at - 20℃ for 3 hr, then maintained at room temperature overnight. The solution was evaporated, and the product dissolved in EtOAc. Washing with acid and base in the usual way, followed by crystallisation from EtOAc/petroleum ether yielded Z-Nva-Ser(Bu’)-Gly-OPh[1].
[References]

[1] I.J. Galpin. “Peptides—XXXXII.” Tetrahedron 37 17 (1981): Pages 3017-3023.
Spectrum DetailBack Directory
[Spectrum Detail]

Z-NVA-OH(21691-44-1)1HNMR
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