BOC-D-4-Fluorophe
- CAS No.
- 57292-45-2
- Chemical Name:
- BOC-D-4-Fluorophe
- Synonyms
- N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine;(R)-2-((tert-Butoxycarbonyl)aMino)-3-(4-fluorophenyl)propanoic acid;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
- CBNumber:
- CB2389932
- Molecular Formula:
- C14H18FNO4
- Molecular Weight:
- 283.3
- MDL Number:
- MFCD00079669
- MOL File:
- 57292-45-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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. |
| form | powder to crystal |
| pka | 3.87±0.10(Predicted) |
| color | White to Almost white |
| CAS DataBase Reference | 57292-45-2(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302+H312+H332-H315-H319-H227 |
| Precautionary statements | P501-P261-P270-P210-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312-P403+P235 |
| 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 |
BOC-D-4-Fluorophe price More Price(52)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | B3303 | N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine >98.0%(T) | 57292-45-2 | 1g | $42 | 2023-06-20 | Buy |
| TCI Chemical | B3303 | N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine >98.0%(T) | 57292-45-2 | 5g | $166 | 2023-06-20 | Buy |
| Usbiological | 264707 | Boc-4-fluoro-D-phenylalanine Asreported | 57292-45-2 | 2g | $343 | 2026-06-03 | Buy |
| Usbiological | 264707 | Boc-4-fluoro-D-phenylalanine Asreported | 57292-45-2 | 5g | $582 | 2026-06-03 | Buy |
| Usbiological | 264707 | Boc-4-fluoro-D-phenylalanine Asreported | 57292-45-2 | 10g | $811 | 2026-06-03 | Buy |
BOC-D-4-Fluorophe Chemical Properties, Uses, 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





