| Identification | More | [Name]
N-(tert-Butoxycarbonyl)-L-phenylalanine | [CAS]
13734-34-4 | [Synonyms]
2-BOC-AMINO-3-PHENYL-PROPIONIC ACID
2-TERT-BUTOXYCARBONYLAMINO-3-PHENYL-PROPIONIC ACID
BOC-L-PHE
BOC-L-PHENYLALANINE
BOC-L-PHENYLALANINE-OH
BOC-L-PHE-OH
BOC-PHE
BOC-PHENYLALANINE
BOC-PHE-OH
N-[(1,1-Dimethylethoxy)carbonyl]-L-phenylalanine
N-ALPHA-T-BOC-L-PHENYLALANINE
N-ALPHA-T-BUTOXYCARBONYL-L-PHENYLALANINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-L-PHENYLALANINE
N-BOC-L-PHENYLALANINE
N-T-BOC-L-PHENYLALANINE
N-T-BUTOXYCARBONYL-L-PHENYLALANINE
N-(TERT-BUTOXYCARBONYL)-L-PHENYLALANINE
N-TERT-BUTYLOXYCARBONYL-DL-PHENYLALANINE
RARECHEM AL BE 0755
(S)-2-TERT-BUTOXYCARBONYLAMINO-3-PHENYL-PROPIONIC ACID | [EINECS(EC#)]
237-305-5 | [Molecular Formula]
C14H19NO4 | [MDL Number]
MFCD00002663 | [Molecular Weight]
265.3 | [MOL File]
13734-34-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white fine crystalline powder | [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. ]
-20°C | [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 | [Detection Methods]
T,NMR | [BRN ]
2219729 | [CAS DataBase Reference]
13734-34-4(CAS DataBase Reference) | [EPA Substance Registry System]
13734-34-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R36:Irritating to the eyes.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S39:Wear eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29242990 |
| Hazard Information | Back Directory | [Chemical Properties]
N-(tert-Butoxycarbonyl)-L-phenylalanine is white fine crystalline powder
| [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). | [reaction suitability]
reaction type: Boc solid-phase peptide synthesis
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis |
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