ChemicalBook > CAS DataBase List > L-4-BENZOYLPHENYLALANINE

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
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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
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Safety

Safety Statements 
24/25
HS Code 
29225090
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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..…

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N-Bromosuccinimide Price

AK Scientific
Product number
O027
Product name
L-p-Benzoylphenylalanine
Packaging
250mg
Price
$92
Updated
2021/12/16
Activate Scientific
Product number
AS43582
Product name
(S)-2-Amino-3-(4-benzoylphenyl)propanoic acid
Purity
95% ee
Packaging
1g
Price
$98
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB48340
Product name
4-Benzoyl-L-phenylalanine
Packaging
2g
Price
$120
Updated
2021/12/16
AK Scientific
Product number
O027
Product name
L-p-Benzoylphenylalanine
Packaging
1g
Price
$128
Updated
2021/12/16
Apolloscientific
Product number
BIBA1027
Product name
H-p-Bz-Phe-OH
Packaging
1g
Price
$129
Updated
2021/12/16
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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

Career Henan Chemical Co
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

104504-45-2, L-4-BENZOYLPHENYLALANINERelated Search:


  • (S)-2-aMino-3-(4-benzoylphenyl)propanoic acid
  • p-benzoyl-L-phenylanaline
  • (2S)-2-aMino-3-(4-benzoylphenyl)propanoic acid
  • H-4-Bz-Phe-Oh
  • H-Bpa-OH H-Phe(4-Bz)-OH
  • L-4-BENZOYLPHENYLALANINE 1G
  • H-Bpa-OH H-Phe(4-Bz)
  • 4-Benzoyl-L-phenylalanine≥ 99% (HPLC, Chiral purity)
  • H-L-Phe(4-Bz)-OH
  • L-Bpa-OH
  • 4-BENZOYL-L-PHENYLALANINE
  • P-BENZOYL-L-PHENYLALANINE
  • P-BZ-PHENYLALANINE
  • L-P-BENZOYLPHENYLALANINE
  • H-PHE(P-BZ)-OH
  • H-PHE(4-BZ)-OH
  • H-PHE(4-BZO)-OH
  • H-P-BZ-PHE-OH
  • L-4-BENZOYLPHENYLALANINE
  • H-BPA-OH
  • 4-Benzoylphenylalanine
  • Al660-1
  • 4-Benzoyl-L-phenylalanine,98%
  • L-Phenylalanine, 4-benzoyl-
  • (S)-2-Amino-3-(4-benzoylphenyl)propanoicaci
  • (S) 2-Amino-3- (4-benzoylphenyl) propionic acid
  • (R)-3-amino-3-(3-(p-tolyloxy)phenyl)propanoic acid
  • 104504-45-2
  • Phenylalanine analogs and other aromatic alpha amino acids
  • Amino Acid Derivatives
  • Amino Acids
  • proteins
  • Chiral Compound
  • a-amino