BOC-L-3-FLUOROPHENYLALANINE
- Product Name
- BOC-L-3-FLUOROPHENYLALANINE
- CAS No.
- 114873-01-7
- Chemical Name
- BOC-L-3-FLUOROPHENYLALANINE
- Synonyms
- Boc-L-3-F-Phe;BOC-PHE(3-F)-OH;BOC-PHE(M-F)-OH;BOC-L-PHE(3-F)-OH;BOC-L-3-FLUOROPHE;BOC-3-FLUORO-L-PHE;RARECHEM BK PT 0026;BOC-M-FLUORO-PHE-OH;Boc-m-fluoro-L-Phe-OH;BOC-L-3-FLUOROPHENYLALA
- CBNumber
- CB2141299
- Molecular Formula
- C14H18FNO4
- Formula Weight
- 283.3
- MOL File
- 114873-01-7.mol
BOC-L-3-FLUOROPHENYLALANINE Property
- Melting point:
- 75-80 °C
- Boiling point:
- 425.0±40.0 °C(Predicted)
- Density
- 1.1918 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- slightly sol. in Ethanol
- form
- powder to crystal
- pka
- 3.82±0.10(Predicted)
- color
- White to Almost white
- optical activity
- [α]20/D +6.5±1°, c = 1% in methanol
- BRN
- 5347375
- InChI
- InChI=1S/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-5-4-6-10(15)7-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m0/s1
- InChIKey
- FPCCREICRYPTTL-NSHDSACASA-N
- SMILES
- C(O)(=O)[C@H](CC1=CC=CC(F)=C1)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 114873-01-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
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.
N-Bromosuccinimide Price
- Product number
- B4367
- Product name
- N-(tert-Butoxycarbonyl)-3-fluoro-L-phenylalanine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $45
- Updated
- 2025/07/31
- Product number
- B4367
- Product name
- N-(tert-Butoxycarbonyl)-3-fluoro-L-phenylalanine
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $135
- Updated
- 2025/07/31
- Product number
- 264944
- Product name
- Boc-3-fluoro-L-phenylalanine
- Packaging
- 2g
- Price
- $353
- Updated
- 2021/12/16
- Product number
- 235922
- Product name
- Boc-3-fluoro-L-phenylalanine 99+%
- Packaging
- 1g
- Price
- $170
- Updated
- 2021/12/16
- Product number
- B435450
- Product name
- 3-Fluorophenyl-2-tert-butyloxycarbonylaminopropionicAcid
- Packaging
- 2.5g
- Price
- $130
- Updated
- 2021/12/16
BOC-L-3-FLUOROPHENYLALANINE Chemical Properties,Usage,Production
Chemical Properties
off-white crystalline powder
Uses
peptide synthesis
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
24424-99-5
19883-77-3
114873-01-7
The general procedure for the synthesis of (S)-2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)propionic acid from di-tert-butyl dicarbonate and L-3-fluorophenylalanine was as follows: first, L-2-amino-3-(3-fluorophenyl)-propionic acid (20.0 g, 110 mmol, 1 eq.) was dissolved in water (100 mL) and sodium carbonate (16.2 g. 153 mmol, 1.4 eq.) in water (40 mL). Subsequently, 1,4-dioxane (100 mL) was added and the mixture was cooled to 0 °C. Di-tert-butyl dicarbonate was added with stirring and the reaction mixture was then stirred at room temperature for 5 hours. After the reaction was complete, the dioxane was removed by evaporation. Water (125 mL) was added to dilute the reaction mixture, which was subsequently washed with ether (2 x 100 mL). The aqueous phase was acidified with 10% citric acid and then extracted with ethyl acetate (2 x 300 mL). The organic phases were combined, washed sequentially with water (2×150 mL) and brine (150 mL), dried with anhydrous sodium sulfate, and concentrated to afford the target product (S)-2-((tert-butoxycarbonyl)amino)-3-(3-fluorophenyl)propionic acid as a colorless viscous oil, which slowly solidified after standing (31 g, quantitative yield). The 1H NMR (CDCl3) data of the product were as follows: δ 7.33-7.26 (m, 1H), 7.00-6.91 (m, 3H), 4.96 (s, 1H), 4.62 (bs, 1H), 3.23 (dd, J = 14, 5.3Hz, 2H), 1.44 (s, 9H). Elemental analysis (C14H18NO4F) calculated values: C, 59.36; H, 6.40; N, 4.94. measured values: C, 59.29; H, 6.34; N, 4.90.
References
[1] Patent: WO2005/26114, 2005, A1. Location in patent: Page/Page column 85
[2] Patent: WO2005/26114, 2005, A1. Location in patent: Page/Page column 102
[3] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2090 - 2099
BOC-L-3-FLUOROPHENYLALANINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BOC-L-3-FLUOROPHENYLALANINE manufacturers
- Product
- BOC-L-3-FLUOROPHENYLALANINE 114873-01-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-10-08
- Product
- BOC-L-3-FLUOROPHENYLALANINE 114873-01-7
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- JD 351
- Release date
- 2019-09-01