FMOC-GLU-OBZL CAS#: 122350-52-1; ChemWhat Code: 85851
Identification
| Product Name | FMOC-GLU-OBZL |
| IUPAC Name | (4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-phenylmethoxypentanoic acid |
| Molecular Structure |  |
| CAS Registry Number | 122350-52-1 |
| Synonyms | (4S)-5-benzyloxy-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoic acid, N-alpha-Fmoc-L-glutamic acid alpha-benzyl ester, Fmoc-L-Glu-OBn, Fmoc-Glu-OBzl, Fmoc-Glu-OBn, Fmoc-Glu-OH, N-[(9-fluorenyl)methoxycarbonyl]-O-benzyl-α-glutamic acid; N-α-Fmoc-L-glutamic acid α-benzyl este |
| Molecular Formula | C27H25NO6 |
| Molecular Weight | 459.499 |
| InChI | InChI=1S/C27H25NO6/c29-25(30)15-14-24(26(31)33-16-18-8-2-1-3-9-18)28-27(32)34-17-23-21-12-6-4-10-19(21)20-11-5-7-13-22(20)23/h1-13,23-24H,14-17H2,(H,28,32)(H,29,30)/t24-/m0/s1 |
| InChI Key | FMWLYDDRYGOYMY-DEOSSOPVSA-N |
| Canonical SMILES | C1=CC=C(C=C1)COC(=O)C(CCC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24 |
| Isomeric SMILES | C1=CC=C(C=C1)COC(=O)[C@H](CCC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24 |
Physical Data
| Appearance | White to off white powder |
| Melting Point, °C | Solvent (Melting Point) |
| 117 – 118 | hexane, ethyl acetate |
| Type (Optical Rotatory Power) | Concentration (Optical Rotatory Power) | Solvent (Optical Rotatory Power) | Optical Rotatory Power, deg | Wavelength (Optical Rotatory Power), nm | Temperature (Optical Rotatory Power), °C |
| [alpha] | 8 g/100ml | tetrahydrofuran | -6.2 | 589 | 24 |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Comment (NMR Spectroscopy) |
| Chemical shifts | 1H | CDCl3 | |
| Spin-spin coupling constants | 1H | CDCl3 | 1H-1H |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Comment (IR Spectroscopy) |
| Bands | KBr | 3320 – 1695 cm**(-1) |
| Chromatographic data | Original string |
| LC (Liquid chromatography) | Method C, SM R&t% = 1.23 min |
Route of Synthesis
| With trifluoroacetic acid In dichloromethane for 3.5h | 91% |
| With trifluoroacetic acid In dichloromethane for 0.75h Ambient temperature | 84% |
| With trifluoroacetic acid In dichloromethane at 20℃ for 1h Experimental Procedure General procedure: Fmoc-Asp(t-Bu)-OBn (SI-4, 1.19 g, 2.38 mmol)was dissolved in TFA/CH2Cl2 (1.8 mL/18 mL), and stirred at room temperature (1 h). The mixture was concentrated to provide crude SI-5. A solution of this material (0.32 g, 0.73 mmol), HATU (0.33 g, 0.88 mmol), HOBt (0.12 g, 0.88 mmol) and DIPEA (0.38 mL, 2.19 mmol) in CH2Cl2 (7.5 mL) was stirred at 0 °C under nitrogen (0.5 h), then a solution of amine SI-6 (0.18 g, 0.88 mmol) dissolved in CH2Cl2 (3.0 mL) was added and the the mixture was stirred at room SI-6 temperature (overnight). The reaction was quenched by the addition of H2O and the organic layer was separated and aqueous layer was extracted (EtOAc). The combined organic layer was washed with aqueous 1N HCl, H2O, aqueous NaHCO3, brine and dried (MgSO4). The mixture was filtered and concentrated and the residue was purified by silica gel column chromatography (EtOAc/petroleum etherfrom 1:4 to 1:2) to afford SI-7 as a white semi-solid (0.27g, 60%). |
Safety and Hazards
| GHS Hazard Statements | Not Classified For more detailed information, please visit ECHA C&L website |
Other Data
| Transportation | Not dangerous goods |
| Store at 25℃ and away from light. | |
| HS Code | 294200 |
| Storage | Store at 25℃ and away from light. |
| Shelf Life | 2 years |
| Market Price | USD 1500/kg |
| Use Pattern |
| FMOC-GLU-OBZL CAS#: 122350-52-1 is an amino acid |
Buy Reagent | |
| No reagent supplier? | Send quick inquiry to ChemWhat |
| Want to be listed here as a reagent supplier? (Paid service) | Click here to contact ChemWhat |
Approved Manufacturers | |
| Apnoke Scientific Ltd | http://www.apnoke.com/ |
| Want to be listed as an approved manufacturer (Requires approvement)? | Please download and fill out this form and send back to approved-manufacturers@chemwhat.com |
Contact Us for Other Help | |
| Contact us for other information or services | Click here to contact ChemWhat |