![(2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid](/upload/1124/V68125.png)
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| Targets |
As a synthetic intermediate, (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid has no specific biological target. Its role is to provide 3,4-difluorophenylalanine residues in peptide chains. The Boc protecting group enables selective reactions during peptide chain assembly, allowing for the controlled incorporation of the fluorinated phenylalanine residue. The 3,4-difluoro substitution on the phenyl ring introduces unique electronic and steric properties that can significantly alter the peptide's physicochemical properties and biological activity compared to unsubstituted phenylalanine. The compound does not interact with enzymes or receptors in pharmacological assays. Its "target" is the peptide coupling reaction, where it acts as a protected amino acid donor.
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| ln Vitro |
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
The in vitro activity of (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid is measured by coupling efficiency in peptide synthesis. Typically, it reacts with resin-bound or free amines using standard coupling reagents such as HATU, HBTU, or DCC. Coupling yields are typically high with this building block. Purity is assessed by HPLC (typically >98%). No inherent biological activity is observed as the compound is a protected amino acid derivative. Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. |
| ln Vivo |
In vivo activity is not applicable for (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid. The compound is not used in animals and is a research chemical for laboratory synthesis only.
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| Enzyme Assay |
The in vitro enzyme/receptor binding (non-cellular) experimental workflow for (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid involves standard peptide synthesis procedures. A typical workflow: dissolve the compound (1 equiv.) in DMF, add coupling reagents such as HATU (1.1 equiv.) and DIEA (2 equiv.), then add the amine component. The reaction mixture is stirred at room temperature for 1-4 hours, and progress is monitored by TLC. After completion, the product is isolated by extraction and purified by column chromatography. Characterization includes ¹H-NMR, ¹³C-NMR, and mass spectrometry to confirm structure. The compound's IUPAC name is (S)-2-((tert-butoxycarbonyl)amino)-3-(3,4-difluorophenyl)propanoic acid.
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| Cell Assay |
In vitro cell-based experimental workflows are not performed on this compound. The final deprotected peptides may be tested in cell-based assays, but the protected compound itself is not used.
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| Animal Protocol |
In vivo animal experiments are not applicable for (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid.
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| ADME/Pharmacokinetics |
The pharmacokinetic properties have not been characterized. The compound is not a drug. The compound is stable under recommended storage conditions: powder at -20°C for up to 3 years or at 4°C for up to 2 years; in solvent at -80°C for up to 1 month.
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| Toxicity/Toxicokinetics |
The toxicological data are limited. Standard laboratory safety practices should be followed. The compound is intended for research use only.
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| References | |
| Additional Infomation |
(2S)-2-[(tert-Butoxycarbonyl)amino]-3-(3,4-difluorophenyl)propionic acid is a phenylalanine derivative used as a building block in peptide synthesis. The difluorination of the phenyl ring introduces unique electronic and steric properties that can significantly alter peptide conformation and biological activity. The compound is not a drug and has no clinical trials or approvals. The compound is for research use only. The compound is available from multiple suppliers with purity >98%.
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| Molecular Formula |
C14H17F2NO4
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| Molecular Weight |
301.29
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| Exact Mass |
301.112
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| CAS # |
198474-90-7
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| PubChem CID |
7020829
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| Appearance |
White to light yellow solid powder
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| Density |
1.3±0.1 g/cm3
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| Boiling Point |
430.4±45.0 °C at 760 mmHg
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| Melting Point |
95-105ºC
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| Flash Point |
214.1±28.7 °C
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| Vapour Pressure |
0.0±1.1 mmHg at 25°C
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| Index of Refraction |
1.506
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| LogP |
2.98
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
21
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| Complexity |
384
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| Defined Atom Stereocenter Count |
1
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| SMILES |
FC1=C(C([H])=C([H])C(=C1[H])C([H])([H])[C@@]([H])(C(=O)O[H])N([H])C(=O)OC(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])F
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| InChi Key |
CYAOPVHXASZUDE-NSHDSACASA-N
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| InChi Code |
InChI=1S/C14H17F2NO4/c1-14(2,3)21-13(20)17-11(12(18)19)7-8-4-5-9(15)10(16)6-8/h4-6,11H,7H2,1-3H3,(H,17,20)(H,18,19)/t11-/m0/s1
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| Chemical Name |
(2S)-3-(3,4-difluorophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO: ≥ 100 mg/mL (331.91 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.3191 mL | 16.5953 mL | 33.1906 mL | |
| 5 mM | 0.6638 mL | 3.3191 mL | 6.6381 mL | |
| 10 mM | 0.3319 mL | 1.6595 mL | 3.3191 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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