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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
Last updated:2026-05-28 00:28:54

BOC-D-4-Fluorophe Properties

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)  Exclamation Mark (GHS07)
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
Product number Packaging Price Buy
B3303 1g $42 Buy
B3303 5g $166 Buy
264707 2g $343 Buy
264707 5g $582 Buy
264707 10g $811 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

Di-tert-butyl dicarbonate

24424-99-5

L-4-Fluorophenylalanine

1132-68-9

BOC-L-4-Fluorophe

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

BOC-D-4-Fluorophe Preparation Products And Raw materials

BOC-D-4-FLUOROPHE BOC-(R)-2-AMINO-3-(4'-FLUOROPHENYL)PROPANOIC ACID BOC-P-FLUORO-D-PHENYLALANINE BOC-P-FLUORO-D-PHE-OH BOC-4-FLUORO-D-PHE BOC-4-FLUORO-D-PHENYLALANINE BOC-4-FLUORO-D-PHE-OH BOC-D-PHE(P-F)-OH BOC-D-PHE(4-F)-OH (R)-N-BOC-4-FLUOROPHENYLALANINE RARECHEM BK PT 0035 tert-butoxycarbonyl-d-4-fluorophenylalanine N-ALPHA-TERT-BUTYLOXYCARBONYL-D-4-FLUOROPHENYLALANINE N-ALPHA-T-BOC-4-FLUORO-D-PHENYLALANINE N-T-BUTOXYCARBONYL-P-FLUORO-D-PHENYLALANINE N-TERT-BUTOXYCARBONYL-4-FLUOROPHENYL-D-ALANINE (R)-2-TERT-BUTOXYCARBONYLAMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID (Tert-Butoxy)Carbonyl D-Phe(4-F)-OH 4-Fluoro-D-phenylalanine, N-BOC protected 95+% N-[(1,1-Dimethylethoxy)carbonyl]-4-fluoro-D-phenylalanine Boc-D-4-F-Phe (2R)-3-(4-fluorophenyl)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]propanoate BOC-D-4-FLUOROPHENYLALANINE D-4-FLUOROPHENYLALANINE, BOC PROTECTED 2-tert-Butoxycarbonylamino-3-(4-fluoro-phenyl)-propionic acid N-T-BOC-P-FLUORO-D-PHENYLALANINE N-alpha-tert-Butoxycarbonyl-3-(4-fluorophenyl)-D-al BOC-D-4-FLUOROPHENYLALANINE 98% N-tert-Butoxy-D-4-Fluoro Phenylalanine 4-Fluoro-D-phenylalanine,N-BOCprotected N-alpha-t-Butyloxycarbonyl-4-fluoro-D-phenylalanine (R)-Boc-2-amino-3-(4-fluorophenyl)propionic acid Boc-4-fluoro-D-phenylalanine99% Boc-D-Phe(4-F) -OH Boc-4-Fluoro-D-Phenylalanine N-Boc-4-fluoro-D-phenylalanine Boc-D-Phe(4-F)-OH Boc-4-fluoro-D-phenylalanine Boc-p-fluoro-D-Phe-OH N-ALPHA-T-BUTYLOXYCARBONYL-D-4-FLUOROPHENYLALANINE N-(tert-butoxycarbonyl)-p-fluoro-D-phenylalanine (R)-N-BOC-4-FLUOROPHENYLALANINE, 95%, 98% EE (R)-N-BOC-4-Fluorophenylalanine, 98% ee Boc-D-4-Fluoro-phe-OH N-Boc-4-fluoro-D-phenylalanine, 95% N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine > D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-fluoro- Boc-D-Phe(4-F)-OH,98% Venadaparib Impurity 71 (R)-2-((tert-Butoxycarbonyl)amino)-3-(4-fluorophenyl)propanoic acid - [B90805] (2R)-3-(4-fluorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid (R)-2-((tert-Butoxycarbonyl)aMino)-3-(4-fluorophenyl)propanoic acid N-(tert-Butoxycarbonyl)-4-fluoro-D-phenylalanine 57292-45-2 C14H17FNO4 C14H18NO4F Phenylalanine Derivatives Peptide Synthesis Specialty Synthesis Unnatural Amino Acid Derivatives Phenylalanine analogs and other aromatic alpha amino acids