L-4-BENZOYLPHENYLALANINE
- Product Name
- L-4-BENZOYLPHENYLALANINE
- CAS No.
- 104504-45-2
- Chemical Name
- L-4-BENZOYLPHENYLALANINE
- Synonyms
- (S)-2-aMino-3-(4-benzoylphenyl)propanoic acid;H-BPA-OH;4-BENZOYL-L-PHENYLALANINE;P-BENZOYL-L-PHENYLALANINE;(2S)-2-aMino-3-(4-benzoylphenyl)propanoic acid;Al660-1;L-Bpa-OH;H-4-Bz-Phe-Oh;H-P-BZ-PHE-OH;H-PHE(P-BZ)-OH
- CBNumber
- CB3686238
- Molecular Formula
- C16H15NO3
- Formula Weight
- 269.3
- MOL File
- 104504-45-2.mol
L-4-BENZOYLPHENYLALANINE Property
- Boiling point:
- 467.6±40.0 °C(Predicted)
- Density
- 1.249±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMF: insol; DMSO: insol; Ethanol: insol; PBS (pH 7.2): insol
- form
- A solid
- pka
- 2.16±0.10(Predicted)
- color
- White to light yellow
- InChI
- InChI=1S/C16H15NO3/c17-14(16(19)20)10-11-6-8-13(9-7-11)15(18)12-4-2-1-3-5-12/h1-9,14H,10,17H2,(H,19,20)/t14-/m0/s1
- InChIKey
- TVIDEEHSOPHZBR-AWEZNQCLSA-N
- SMILES
- C(O)(=O)[C@H](CC1=CC=C(C(=O)C2=CC=CC=C2)C=C1)N
Safety
- Safety Statements
- 24/25
- HS Code
- 29225090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- O027
- Product name
- L-p-Benzoylphenylalanine
- Packaging
- 250mg
- Price
- $92
- Updated
- 2021/12/16
- Product number
- AS43582
- Product name
- (S)-2-Amino-3-(4-benzoylphenyl)propanoic acid
- Purity
- 95% ee
- Packaging
- 1g
- Price
- $98
- Updated
- 2021/12/16
- Product number
- FB48340
- Product name
- 4-Benzoyl-L-phenylalanine
- Packaging
- 2g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- O027
- Product name
- L-p-Benzoylphenylalanine
- Packaging
- 1g
- Price
- $128
- Updated
- 2021/12/16
- Product number
- BIBA1027
- Product name
- H-p-Bz-Phe-OH
- Packaging
- 1g
- Price
- $129
- Updated
- 2021/12/16
L-4-BENZOYLPHENYLALANINE Chemical Properties,Usage,Production
Chemical Properties
Off-white solid
Uses
4-Benzoyl-L-phenylalanine is a photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis and finds application as phtolabel. It is an important raw material as well as an intermediate in organic synthesis.
Synthesis
63-91-2
98-88-4
104504-45-2
The general procedure for the synthesis of (S)-2-amino-3-(4-benzoylphenyl)propionic acid from L-phenylalanine and benzoyl chloride was as follows: in a reaction tube fitted with a screw cap and polytetrafluoroethylene (PTFE)-faced rubber lining, L-phenylalanine (16.5 mg, 0.1 mmol) was added followed by trifluoromethanesulfonic acid (0.5 mL). After the solution was homogenized, benzoyl chloride (8 eq.) was added slowly at 0 °C. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the mixture was poured into a mixture of cold water and ethyl acetate. The organic layer was separated, washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated and the residue was purified by silica gel column chromatography (eluent ratio ethyl acetate:methanol:water=8:1:0.5) to give a colorless amorphous product (7.5 mg, 28% yield, 98% enantiomeric excess value). The structure of the product was confirmed by 1H-NMR (CD3OD): δ 7.76 (d, 2H, J=8.6 Hz, Ar), 7.75 (d, 2H, J=8.6 Hz, Ar), 7.64 (t, 1H, J=7.4 Hz, Ar), 7.52 (t, 2H, J=7.4 Hz, Ar), 7.47 (d, 2H, J=8.0 Hz, Ar ), 3.83(m, 1H, Hα), 3.35(m, 1H, Hβ), 3.09(m, 1H, Hβ).
storage
Store at +4°C
References
[1] Molecules, 2013, vol. 18, # 7, p. 8393 - 8401
[2] Heterocycles, 2013, vol. 87, # 10, p. 2119 - 2126
L-4-BENZOYLPHENYLALANINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from L-4-BENZOYLPHENYLALANINE manufacturers
- Product
- L-4-BENZOYLPHENYLALANINE 104504-45-2
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-22