4-BORONO-L-PHENYLALANINE
- Product Name
- 4-BORONO-L-PHENYLALANINE
- CAS No.
- 76410-58-7
- Chemical Name
- 4-BORONO-L-PHENYLALANINE
- Synonyms
- 4-boronophenylalanine;4-dihydroxyboryl-l-phenylalanine;4-L-BPA;EOS-61315;L-PHE[B(OH)2];H-S-PHE(4-B(OH)2)-OH;Lisinopril Impurity 26;4-BORONO-L-PHENYLALANIN;L-p-Boronophenylalanine;4-BORONO-L-PHENYLALANINE
- CBNumber
- CB4155764
- Molecular Formula
- C9H12BNO4
- Formula Weight
- 209.01
- MOL File
- 76410-58-7.mol
4-BORONO-L-PHENYLALANINE Property
- Melting point:
- 285-293℃ (dec.)
- Boiling point:
- 449.3±55.0 °C(Predicted)
- Density
- 1.34±0.1 g/cm3 (20 ºC 760 Torr)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Aqueous Acid (Slightly)
- pka
- 2.20±0.10(Predicted)
- form
- Powder
- color
- White to off-white
- BRN
- 4458616
- InChI
- InChI=1S/C9H12BNO4/c11-8(9(12)13)5-6-1-3-7(4-2-6)10(14)15/h1-4,8,14-15H,5,11H2,(H,12,13)/t8-/m0/s1
- InChIKey
- NFIVJOSXJDORSP-QMMMGPOBSA-N
- SMILES
- C(O)(=O)[C@H](CC1=CC=C(B(O)O)C=C1)N
- CAS DataBase Reference
- 76410-58-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 1-10
- HazardClass
- IRRITANT
- HS Code
- 29310099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
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.
N-Bromosuccinimide Price
- Product number
- 17755
- Product name
- 4-Borono-L-phenylalanine
- Purity
- ≥95.0% (HPLC)
- Packaging
- 250mg
- Price
- $323
- Updated
- 2025/07/31
- Product number
- B6405
- Product name
- 4-Borono-L-phenylalanine (contains varying amounts of Anhydride)
- Packaging
- 250MG
- Price
- $167
- Updated
- 2025/07/31
- Product number
- B675600
- Product name
- 4-Borono-L-phenylalanine
- Packaging
- 500mg
- Price
- $425
- Updated
- 2021/12/16
- Product number
- FB139059
- Product name
- 4-Borono-L-phenylalanine
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- J93161
- Product name
- 4-Borono-L-phenylalanine
- Packaging
- 100mg
- Price
- $80
- Updated
- 2021/12/16
4-BORONO-L-PHENYLALANINE Chemical Properties,Usage,Production
Chemical Properties
white to off-white powder
Uses
4-Borono-L-phenylalanine is an unnatural derivative of L-Phenylalanine (P319415). a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. 4-Borono-L-phenylalanine is also being used as a mediator in sequential boron neutron capture therapy, a new method of treating oral cancer.
Synthesis
119771-23-2
76410-58-7
The general procedure for the synthesis of (S)-2-amino-3-(4-boronic acid phenyl)propionic acid from (S)-3-(4-boronic acid phenyl)-2-((tert-butoxycarbonyl)amino)propionic acid was as follows: (S)-N-Boc-4-borophenylalanine (5.63 g, 98.5% purity, 17.9 mmol) was suspended in a solvent mixture of acetone (34 mL) and water (3.8 mL). Concentrated hydrochloric acid (37%, 3.8 mL) was added slowly under stirring to form an acidic reaction system. The reaction system was stirred at 55 °C for 1.5 h. HPLC showed that the reaction was complete. The reaction system was cooled to room temperature and the pH was adjusted to 1.5 with aqueous sodium hydroxide solution and stirred for 30 min, during which (S)-2-amino-3-(4-boronic acid phenyl)propionic acid started to precipitate. Subsequently, the pH of the reaction system was re-adjusted to 6.2 with aqueous sodium hydroxide and stirring was continued overnight at room temperature. Upon completion of the reaction, the solid product was collected by filtration to afford (S)-2-amino-3-(4-boronic acid phenyl)propionic acid.
References
[1] Patent: EP2865682, 2015, A1. Location in patent: Paragraph 0077; 0078
[2] Patent: US2018/155368, 2018, A1. Location in patent: Paragraph 0123-0128
[3] Bulletin of the Chemical Society of Japan, 2000, vol. 73, # 1, p. 231 - 235
4-BORONO-L-PHENYLALANINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-BORONO-L-PHENYLALANINE manufacturers
- Product
- 4-BORONO-L-PHENYLALANINE 76410-58-7
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 4-BORONO-L-PHENYLALANINE 76410-58-7
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- ≥98%
- Supply Ability
- g/kg/Ton
- Release date
- 2019-12-25