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
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. |
Computed Descriptors for N-(tert-Butoxycarbonyl)-L-phenylalanine
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