N-Cbz-L-Threonine Chemical Properties

Melting point:

101-103 °C(lit.)

alpha 

-4.7 º (c=4, acetic acid)

Boiling point:

396.45°C (rough estimate)

Density 

1.2499 (rough estimate)

refractive index 

-4.9 ° (C=2, AcOH)

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

almost transparency in Methanol

form 

powder to crystal

pka

3.58±0.10(Predicted)

color 

White to Almost white

optical activity

-7.733° (C=1.00 g/100ml, ACOH)

BRN 

2335409

Major Application

peptide synthesis

InChI

1S/C12H15NO5/c1-8(14)10(11(15)16)13-12(17)18-7-9-5-3-2-4-6-9/h2-6,8,10,14H,7H2,1H3,(H,13,17)(H,15,16)/t8-,10+/m1/s1

InChIKey

IPJUIRDNBFZGQN-SCZZXKLOSA-N

SMILES

C[C@@H](O)[C@H](NC(=O)OCc1ccccc1)C(O)=O

CAS DataBase Reference

19728-63-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

HS Code 

29242990

Storage Class

13 - Non Combustible Solids

MSDS

• Language:English Provider:N-[(Benzyloxy)carbonyl]-L-threonine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-Cbz-L-Threonine Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

N-Cbz-L-threonine is an N-Cbz-protected form of L-Threonine (T405500). L-Threonine is an essential amino acid that is commonly used as a feed and food additive. L-Threonine is produced in mass quantities by mutant Escherichia coli strains for research and food nutrition purposes. L-Threonine can be naturally found in fish and poultry, and is incorporated in some important proteins in the human body (such as hemoglobin and insulin).

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Add L-Thr (30 mmol), 50 mL of cooled saturated Na2CO3 solution in a 250 mL reaction vial, dissolve with ice bath stirring; drop 20 mL of acetone solution of Z-OSu (39.4 mmol) into the reaction vial; stir the reaction at 25??C, and monitor the progress of the reaction by TLC-ultraviolet fluorescence and ninhydrin colorimetry. At the end of the reaction, H2O was added. After the reaction, add H2O , extract with Et2O(30mL??2) at pH>9, collect the aqueous phase, adjust the pH to 3~4 with 1.5NHCl, extract with EtOAc(30mL??3), merge the organic phases, wash with saturated NaCl solution(25mL??2), dry with anhydrous Na2SO4, check the purity with TLC-ultraviolet fluorescence and ninhydrin colorimetric method, dry with evaporation under reduced pressure, dry in vacuum, get a light yellow color. Vacuum drying, obtained slightly yellow oily liquid N-Benzyloxycarbonyl-L-threonine, low temperature preservation.

N-Cbz-L-Threonine(19728-63-3)Related Product Information

• CBZ-L-THREONINE METHYL ESTER
• N-CBZ-L-THREONINE BENZYL ESTER,Cbz-L-Threonineα-benzylester
• L-Threonine
• N-Carbobenzyloxyglycine
• CARBONYL SULFIDE
• tert-Butyl carbazate
• Z-THR(BZL)-OH
• PYRAZOPHOS
• CBZ-L-THREONINE AMIDE
• (3S)-2-CARBOBENZOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
• Z-PHG-OH
• N-alpha-Cbz-L-lysine
• Z-L-THREONINOL
• Z-Thr-OEt
• Z-THR-OSU
• N-Cbz-L-Tryptophan
• N-Cbz-L-Phenylalanine
• N-Cbz-L-glutamic acid