tert-Butyl L-tyrosinate Chemical Properties

Melting point:

141-144 °C

Boiling point:

358.1±27.0 °C(Predicted)

Density 

1.125±0.06 g/cm3(Predicted)

refractive index 

25 ° (C=2, EtOH)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

9.80±0.15(Predicted)

form 

Powder

color 

White

optical activity

[α]20/D +25±1°, c = 2% in ethanol

BRN 

2696011

Major Application

peptide synthesis

InChI

InChI=1S/C13H19NO3/c1-13(2,3)17-12(16)11(14)8-9-4-6-10(15)7-5-9/h4-7,11,15H,8,14H2,1-3H3/t11-/m0/s1

InChIKey

DIGHFXIWRPMGSA-NSHDSACASA-N

SMILES

C(OC(C)(C)C)(=O)[C@H](CC1=CC=C(O)C=C1)N

CAS DataBase Reference

16874-12-7(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29225090

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:SigmaAldrich

tert-Butyl L-tyrosinate Usage And Synthesis

Chemical Properties

Crystalline

Uses

L-Tyrosine tert-butyl ester is a protected form of L-Tyrosine (T899975). L-Tyrosine is an essential amino acid that exhibits in vitro antioxidant and antiradical activities. L-Tyrosine is used as a precursor to synthesize catecholamines (e.g. Norepinephrine HCl [N674500]) in human keratinocytes, and also for the synthesis of proteins and thyroid hormones.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

To a solution of tert-butyl (S)-4-benzyloxyphenylalaninate (65.5 mg, 0.2 mmol) in tetrahydrofuran (2 mL) was added palladium (10 mg) on 10% activated charcoal at zero degrees Celsius under an argon atmosphere, then the reaction system was bubbled with H2 to replace the air in the reaction flask, and the reaction mixture was stirred and reacted for 6 hours at room temperature in a hydrogen atmosphere, and then the reaction The reaction mixture was then filtered to remove the catalyst, and the resulting filtrate was concentrated under vacuum, and finally the target product L-tyrosine tert-butyl ester was obtained by isolation and purification of the residue by silica gel column chromatography (using ethyl acetate as eluent).

tert-Butyl L-tyrosinate(16874-12-7)Related Product Information

• H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH
• Buprofezin
• Tris(trimethylsilyl)phosphate
• BUTYL OLEATE
• L-Tyrosine
• Butyl acetate
• Cyhalofop-butyl
• tert-Butyl peroxybenzoate
• Diethylene glycol monobutyl ether
• tert-Butyl peroxyacetate
• 2-Butoxyethanol
• Boc-D-Tyr-OH
• tert-Butyl acrylate
• tert-Butyl acetate
• TYROSINASE
• Butyl acrylate
• tert-Butanol
• tert-Butyl L-prolinate hydrochloride