BOC-D-MEPHE-OH CAS#: 85466-66-6; ChemWhat Code: 92514
Identification
| Product Name | BOC-D-MEPHE-OH |
| IUPAC Name | (2R)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-3-phenylpropanoic acid |
| Molecular Structure |  |
| CAS Registry Number | 85466-66-6 |
| EINECS Number | No data available |
| MDL Number | MFCD00151890 |
| Beilstein Registry Number | No data available |
| Synonyms | N-tert-butoxycarbonyl-N-methyl-D-phenylalanine, (2R)-2-(N-(tert-Butoxycarbonyl)-N-methylamino)-3-phenylpropionic acid, (2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-phenylpropionic acid, (2R)-2-(tert-butoxycarbonyl-methylamino)-3-phenyl-propionic acid, 2-(tert-butoxycarbonyl(methyl)amino)-3-phenylpropanoic acid, N-[(tert-butoxy)carbonyl]-N-methyl-D-phenylalanine, N-(tert-butoxycarbonyl)-N-methyl-D-phenylalanine |
| Molecular Formula | C15H21NO4 |
| Molecular Weight | 279.332 |
| InChI | InChI=1S/C15H21NO4/c1-15(2,3)20-14(19)16(4)12(13(17)18)10-11-8-6-5-7-9-11/h5-9,12H,10H2,1-4H3,(H,17,18)/t12-/m1/s1 |
| InChI Key | AJGJINVEYVTDNH-GFCCVEGCSA-N |
| Canonical SMILES | CC(C)(C)OC(=O)N(C)[C@H](CC1=CC=CC=C1)C(=O)O |
| Patent Information |
| No data available |
Physical Data
| Appearance | White powder |
| Solubility | No data available |
| Boiling Point | 84.0 – 88.0 °C |
| Refractive index | No data available |
| Sensitivity | No data available |
| Melting Point, °C | Solvent (Melting Point) |
| 136 – 137 |
| Boiling Point, °C |
| 251 |
| 250 – 252 |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Temperature (NMR Spectroscopy), °C | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts | 1H | chloroform-d1 | 400 | |
| Chemical shifts | 13C | chloroform-d1 | 100 | |
| Chemical shifts, Spectrum | 1H | chloroform-d1 | 400 | |
| Chemical shifts, Spectrum | 13C | chloroform-d1 | 26 | 101 |
| Chemical shifts, Spectrum | 13C | chloroform-d1 | 100 |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Comment (IR Spectroscopy) |
| Bands | neat liquid | |
| Bands | film |
| Description (Mass Spectrometry) |
| high resolution mass spectrometry (HRMS), electrospray ionisation (ESI), time-of-flight mass spectra (TOFMS), spectrum |
| high resolution mass spectrometry (HRMS), electron impact (EI), spectrum |
| electrospray ionisation (ESI), spectrum |
| high resolution mass spectrometry (HRMS), liquid chromatography mass spectrometry (LCMS), IT (ion trap), spectrum |
| Description (UV/VIS Spectroscopy) | Absorption Maxima (UV/VIS), nm |
| Spectrum | 257.4 |
Route of Synthesis (ROS)
| Conditions | Yield |
| With 1-hydroxy-7-aza-benzotriazole; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 – 20℃; Experimental Procedure 3.1.7. General Procedure for the Preparation of Compounds 7a-d General procedure: To a solution of Boc-N-Me-D-Phe-OH (1.0 mmol) and amine (1.1 mmol of aniline, phenylmethanamine, tetrahydroisoquinoline or tetrahydroisoquinoline carboxylate) in DCM-DMF (1:1, 10 mL) at 0 °C were added EDC (1.2 mmol), HOAt (1.2 mmol) and NaHCO3 (1.2 mmol), respectively. The mixture was stirred at this temperature for 2 h and then at rt overnight. The reaction mixture was diluted with 100 mL of EtOAc and washed with 10% citric acid, 5% NaHCO3 and brine. The organic layer was dried over Na2SO4 and then concentrated in vacuo. The residue was purified by flash column chromatography to give the desired compounds. | 95% |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
| For more detailed information, please visit ECHA C&L website |
| Source: European Chemicals Agency (ECHA) License Note: Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: “Source: European Chemicals Agency, http://echa.europa.eu/”. Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page. License URL: https://echa.europa.eu/web/guest/legal-notice Record Name: (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate URL: https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/213446 Description: The information provided here is aggregated from the “Notified classification and labelling” from ECHA’s C&L Inventory. Read more: https://echa.europa.eu/information-on-chemicals/cl-inventory-database |
Other Data
| Transportation | Not dangerous goods |
| Under the room temperature and away from light | |
| HS Code | 290621 |
| Storage | Under the room temperature and away from light |
| Shelf Life | 1 year |
| Market Price | USD |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 279.336 |
| logP | 2.676 |
| HBA | 5 |
| HBD | 1 |
| Matching Lipinski Rules | 4 |
| Veber rules component | |
| Polar Surface Area (PSA) | 66.84 |
| Rotatable Bond (RotB) | 7 |
| Matching Veber Rules | 2 |
| Use Pattern |
| BOC-D-MEPHE-OH CAS#: 85466-66-6 used as amino acid. |
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