Boc-O-benzyl-L-tyrosine Chemical Properties

Melting point:

110-112 °C

alpha 

27 º (c=2% in ethanol)

Boiling point:

552.4±50.0 °C(Predicted)

Density 

1.185±0.06 g/cm3(Predicted)

refractive index 

29.5 ° (C=2, EtOH)

storage temp. 

Store below +30°C.

solubility 

almost transparency in EtOH

pka

2.99±0.10(Predicted)

form 

Powder or Crystalline Powder

color 

White

optical activity

[α]20/D +27.0±1.5°, c = 2% in ethanol

BRN 

2227416

CAS DataBase Reference

2130-96-3(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Boc-O-benzyl-L-tyrosine Usage And Synthesis

Chemical Properties

Light yellow powder

Uses

Boc-Tyr(Bzl)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Example 2: To a solution of N-Boc-L-tyrosine (281 mg, 1.0 mmol) in methanol (0.5 mL) was added 28% sodium methanol-methanol solution (0.42 mL, 2.1 mmol) and benzyl bromide (162 μL, 1.4 mmol). The reaction mixture was stirred at 40 °C for 3 hours. After completion of the reaction, water (2 mL) was added to homogenize the system and the reaction system was analyzed by high performance liquid chromatography (HPLC). The analysis confirmed the generation of the target product (S)-3-(4-(benzyloxy)phenyl)-2-((tert-butoxycarbonyl)amino)propionic acid (353 mg, 95% conversion).

References

[1] Patent: US2005/283021, 2005, A1. Location in patent: Page/Page column 6
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 14, p. 3057 - 3062
[3] European Journal of Medicinal Chemistry, 2016, vol. 114, p. 318 - 327
[4] Patent: CN107954937, 2018, A. Location in patent: Paragraph 0032-0034

Boc-O-benzyl-L-tyrosine(2130-96-3)Related Product Information

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