117106-20-4
Fmoc-N-Me-Thr(tBu)-OH
CAS: 117106-20-4
Molecular Formula: C24H29NO5
117106-20-4 - Names and Identifiers
| Name | Fmoc-N-Me-Thr(tBu)-OH |
| Synonyms | FMOC-METHR(TBU)-OH FMOC-L-METHR(TBU)-OH Fmoc-N-Me-Thr(tBu)-OH FMOC-N-ME-THR(TBU)-OH FMOC-N-ME-THREONINE(TBU)-OH FMOC-N-METHYL-O-T-BUTYL-L-THREONINE N-Fmoc-N-Methyl-O-tert-butyl-L-threonine N-Fmoc-N-Methyl-O-Tert-Butyl-L-Threonine O-tert-butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-threonine N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-N-ALPHA-METHYL-O-T-BUTYL-L-THREONINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-ALPHA-METHYL-O-T-BUTYL-L-THREONINE N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-ALPHA-METHYL-O-TERT-BUTYL-L-THREONINE |
| CAS | 117106-20-4 |
| InChI | InChI=1/C24H29NO5/c1-15(30-24(2,3)4)21(22(26)27)25(5)23(28)29-14-20-18-12-8-6-10-16(18)17-11-7-9-13-19(17)20/h6-13,15,20-21H,14H2,1-5H3,(H,26,27)/t15-,21+/m1/s1 |
| InChIKey | VIUVLZHFMIFLHU-FXMQYSIJSA-N |
117106-20-4 - Physico-chemical Properties
| Molecular Formula | C24H29NO5 |
| Molar Mass | 411.49 |
| Density | 1.185±0.06 g/cm3(Predicted) |
| Melting Point | 220-225°C |
| Boling Point | 562.4±50.0 °C(Predicted) |
| Flash Point | 293.9°C |
| Vapor Presure | 1.75E-13mmHg at 25°C |
| Appearance | Solid |
| pKa | 3.43±0.10(Predicted) |
| Storage Condition | Store at +2°C to +8°C. |
| Refractive Index | 1.567 |
117106-20-4 - Risk and Safety
| WGK Germany | 3 |
| HS Code | 2924 29 70 |
| Hazard Class | IRRITANT |
117106-20-4 - Reference Information
| properties | English name: Fmoc-Nalpha-methyl-O-t-butyl-L-threonine,CAS:117106-20-4, molecular formula: C24H29NO5, molecular weight: 411.4910, density: 1.185g/cm3, boiling point: 562.4°C at 760 mmHg, storage condition:-15°C. N-Fmoc-N-methyl-O-tert-butyl-L-threonine, a threonine derivative, has been used to prepare antifungal cyclic dipeptide piperitline. |
| Preparation | O-tert-butyl-L-threonine is suspended in dioxane solution and acylation with fluorene methoxycarbonyl azide to obtain N-Fmoc-N-methyl-O-tert-butyl-L-threonine [1]. The reaction formula is shown in the following figure: Figure 1 N-methyl-O-tert-butyl-L-threonine reaction formula Take L-threonine and put it into a round-bottom flask, add anhydrous ethanol and rotor to the round-bottom flask, put the round-bottom flask into a silicone oil heating furnace and heat it to 80 ℃. When the liquid becomes uniform, add potassium hydroxide into the round-bottom flask, the reaction liquid changes from turbid to transparent for 1 hour, add tert-butyl lithium, and the liquid becomes transparent and light yellow. The reaction continued for 2 hours, the liquid color remained unchanged, the reaction progress was detected by thin layer chromatography, and the reaction was stopped after the L-threonine reaction was complete. After cooling to room temperature, filter to obtain light yellow powder. In the round-bottom flask, add anhydrous dioxane and rotor to the round-bottom flask, suspend O-tert-butyl-L-threonine in the dioxane solution, and perform acylation with fluorene methoxycarbonyl azide, and detect the reaction progress by thin layer chromatography. After the O-tert-butyl-L-threonine reaction is complete, the reaction is stopped to obtain the crude N-Fmoc-N-methyl-O-tert-butyl-L-threonine, under the condition of pH 9-10, it is extracted with ethyl acetate and refined by recrystallization. |
Last Update：2024-04-09 21:01:54
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View History
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