BOC-D-4-Fluorophe
- Product Name
- BOC-D-4-Fluorophe
- CAS No.
- 57292-45-2
- Chemical Name
- BOC-D-4-Fluorophe
- Synonyms
- Boc-D-4-F-Phe;BOC-D-4-FLUOROPHE;BOC-D-PHE(4-F)-OH;BOC-D-PHE(P-F)-OH;BOC-4-FLUORO-D-PHE;RARECHEM BK PT 0035;BOC-P-FLUORO-D-PHE-OH;BOC-4-FLUORO-D-PHE-OH;Boc-D-4-Fluoro-phe-OH;Boc-D-Phe(4-F)-OH,98%
- CBNumber
- CB2389932
- Molecular Formula
- C14H18FNO4
- Formula Weight
- 283.3
- MOL File
- 57292-45-2.mol
BOC-D-4-Fluorophe Property
- Melting point:
- 83-86 °C
- alpha
- -8 º (c=1,MeOH)
- Boiling point:
- 431.2±40.0 °C(Predicted)
- Density
- 1.1918 (estimate)
- storage temp.
- Sealed in dry,2-8°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- pka
- 3.87±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- CAS DataBase Reference
- 57292-45-2(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 37/39-26-24/25
- WGK Germany
- 3
- Hazard Note
- Irritant/Keep Cold
- HS Code
- 29242990
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.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- B3303
- Product name
- N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $42
- Updated
- 2023/06/20
- Product number
- B3303
- Product name
- N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $166
- Updated
- 2023/06/20
- Product number
- BAA1369
- Product name
- Boc-D-Phe(4-F)-OH
- Packaging
- 1g
- Price
- $168.75
- Updated
- 2021/12/16
- Product number
- PC2054
- Product name
- 4-Fluoro-D-phenylalanine,N-BOCprotected
- Purity
- 95+%
- Packaging
- 10g
- Price
- $144
- Updated
- 2021/12/16
- Product number
- BAA1369
- Product name
- Boc-D-Phe(4-F)-OH
- Packaging
- 25g
- Price
- $1512
- Updated
- 2021/12/16
BOC-D-4-Fluorophe Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
Boc-D-4-Fluorophenylalanine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
Synthesis
24424-99-5
1132-68-9
41153-30-4
GENERAL STEPS: (S)-2-Amino-3-(4-fluorophenyl)propanoic acid (1.97 g, 10 mmol) was dissolved in a mixture of dioxane (20 mL), water (20 mL) and 1M NaOH (10 mL), stirred and cooled in an ice water bath. Di-tert-butyl dicarbonate (2.4 g, 11 mmol) was added to the reaction system, followed by continued stirring for 6 hours at room temperature. Upon completion of the reaction, the solution was concentrated under vacuum to about 15-20 mL and again cooled in an ice water bath. The concentrate was covered with ethyl acetate (~30 mL) and acidified to pH 2-3 by adding dilute KHSO4 solution. the aqueous phase was separated and extracted three times with ethyl acetate. The ethyl acetate extracts were combined and dried over anhydrous Na2SO4 followed by vacuum evaporation of the solvent. The resulting product was a waxy solid with a yield of 2.115 g (7.25 mmol, 72.5% yield). The product was characterized by 1H NMR (DMSO-d6, 400 MHz) and MALDI-TOF mass spectrometry.1H NMR data: δ 12.60 (s, 1H, COOH), 7.29-7.25 and 7.11-7.07 (m, 4H, aromatic protons), 4.10-3.00 (m, 1H, CH-4F-Phe), 3.03- 2.77 (m, 2H, CH2-4F-Phe), 1.33 (s, 9H, Boc).MALDI-TOF mass spectrometry data (matrix: α-cyano-4-hydroxycinnamic acid (CHCA)): m/z [M + H]+ 284.12 (calculated), 284.29 (observed); [M + Na]+ 306.11 (calculated), 306.25 (calculated). 306.25 (observed value).
References
[1] Chemical Communications, 2014, vol. 50, # 76, p. 11154 - 11157
[2] Patent: WO2017/42805, 2017, A1. Location in patent: Page/Page column 24; 25
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2090 - 2099
[4] Bioorganic and Medicinal Chemistry, 1996, vol. 4, # 10, p. 1733 - 1745