N-(tert-Butoxycarbonyl)-L-phenylalanine Chemical Properties

Melting point:

85-87 °C(lit.)

Boiling point:

408.52°C (rough estimate)

Density 

1.1356 (rough estimate)

refractive index 

24.5 ° (C=1, EtOH)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Soluble in methanol, dichloromethane, dimethylformamide and N-methyl-2-pyrrolidone.

form 

Fine Crystalline Powder

pka

3.88±0.10(Predicted)

color 

White

optical activity

[α]20/D +25±1°, c = 1% in ethanol

BRN 

2219729

CAS DataBase Reference

13734-34-4(CAS DataBase Reference)

EPA Substance Registry System

L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- (13734-34-4)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36-22-36/37/38-20/21/22

Safety Statements 

39-26-36-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29242990

MSDS

• Language:English Provider:N-(tert-Butoxycarbonyl)-L-phenylalanine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-(tert-Butoxycarbonyl)-L-phenylalanine Usage And Synthesis

Chemical Properties

N-(tert-Butoxycarbonyl)-L-phenylalanine is white fine crystalline powder

Uses

N-Boc-L-phenylalanine is a derivative of Phenylalanine used in enantioselective hydrolysis of amino acid esters.

Uses

N-(tert-Butoxycarbonyl)-L-phenylalanine is used in enantioselective hydrolysis of amino acid esters. Acts as an inhibitor of gastric acid secretion.

Preparation

Sodium hydroxide (4.4 g, 0.11 mol) was placed in a flask, and dissolved in water (110 mL). Phenylalanine (16.5 g, 0.1 mol) was added, the suspension was stirred until a solution was obtained, and then tert-butanol (75 mL) was added. Boc2O (22.3 g, 0.12 mol) was then added with stirring over a period of 1 h, keeping the mixture near 0 ℃. A white precipitate was produced, and at the end of the addition the pH had dropped to 7.5–8.5. The mixture was then carefully acidified by the slow, continuous addition of saturated citric acid to give the product N-tert-butoxycarbonyl-L-phenylalanine (21.5 g, 81%); mp 85℃; [a]21D = t25:5 (c = 1, ethanol).

N-(tert-Butoxycarbonyl)-L-phenylalanine(13734-34-4)Related Product Information

• L-Alanine
• BOC-Glycine
• Boc-D-Glutamine
• BOC-MET-ONP
• BOC-GLU(OME)-OH
• Boc-L-Pyroglutamic acid methyl ester
• Boc-L-glutamic acid γ-allyl ester
• BOC-TYR(ET)-OH
• BOC-4-IODO-L-PHENYLALANINE
• BOC-PHE-OSU
• 4-Amino-N-(tert-butoxycarbonyl)-L-phenylalanine
• BOC-4-NITRO-L-PHENYLALANINE
• BOC-L-4-Chlorophe
• Boc-N-methyl-L-phenylalanine
• N-tert-Butoxycarbonyl-L-phenylalanine amide
• BOC-D-Phenylalanine
• N-(TERT-BUTOXYCARBONYL)-L-PHENYLALANINE ACID HYDRAZIDE
• N-tert-Butoxycarbonyl-DL-phenylalanine