N-(tert-Butoxycarbonyl)-L-phenylalanine

Synonym(s):N-(tert-Butoxycarbonyl)-L-phenylalanine;Boc-L-phenylalanine;Boc-Phe-OH;N-α-t.-Boc-L-phenylalanine

CAS NO.：13734-34-4
Empirical Formula: C14H19NO4
Molecular Weight: 265.3
MDL number: MFCD00002663
EINECS: 237-305-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-01 18:09:03

N-(tert-Butoxycarbonyl)-L-phenylalanine Structural

What is N-(tert-Butoxycarbonyl)-L-phenylalanine?

Chemical properties

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

The Uses of N-(tert-Butoxycarbonyl)-L-phenylalanine

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

The Uses of N-(tert-Butoxycarbonyl)-L-phenylalanine

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

What are the applications of Application

Boc-Phe-OH is a derivative of Phenylalanine

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).

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

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 for N-(tert-Butoxycarbonyl)-L-phenylalanine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.