Z-Lys(Z)-OH Chemical Properties

Melting point:

76-78°C

Boiling point:

659.0±55.0 °C(Predicted)

Density 

1.238±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.97±0.21(Predicted)

color 

White to Off-White

BRN 

1897206

InChIKey

BLZXFNUZFTZCFD-IBGZPJMESA-N

SMILES

C(O)(=O)[C@H](CCCCNC(OCC1=CC=CC=C1)=O)NC(OCC1=CC=CC=C1)=O

CAS DataBase Reference

405-39-0(CAS DataBase Reference)

Safety Information

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

Z-Lys(Z)-OH Usage And Synthesis

Chemical Properties

White Solid

Uses

Protected L-lysine

Definition

Z-Lys(Z)-OH is a lysine derivative.

Synthesis

A 250 mL three-necked flask was loaded consecutively with water (20 mL), 1,4-dioxane (20 mL), and L-lysine (2.1 g, 14.4 mmol). The mixture was stirred until complete dissolution. The pH was adjusted to about 10.5 by the addition of 30% NaOH. Benzyl chloroformate (5.2 g, 30.6 mmol) was added while maintaining the pH at about 1011 by adding at the same time 30% NaOH. At the end of the addition, the reaction was stirred at 20° C. for about 1 hour. The pH was adjusted to 5 with 37% HCl. Ethyl acetate (30 mL) was added and the pH was adjusted to 1 with 37% HCl. The mixture was stirred at room temperature for about 30 minutes, the organic layer was separated and the aqueous layer was extracted with ethyl acetate (20 mL). The combined organic layer was washed with brine (30 mL) and dried over Na2SO4. Then, the solvent was evaporated to yield Z-Lys(Z)-OH as a yellowish oil (6.0 g, 99%).

Z-Lys(Z)-OH (405-39-0)Related Product Information

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