Name | Fmoc-Gln(Trt)-OPfp |
Synonyms | FMOC-GLN(TRT)-OPFP Fmoc-Gln(Trt)-OPfp FMOC-L-GLN(TRT)-OPFP FMOC-GLUTAMINE(TRT)-OPFP FMOC-N-GAMMA-TRITYL-L-GLUTAMINE PENTAFLUOROPHENYL ESTER FMOC-N-DELTA-TRITYL-L-GLUTAMINE PENTAFLUOROPHENYL ESTER N-ALPHA-FMOC-GAMMA-TRITYL-L-GLUTAMINE PENTAFLUOROPHENYL ESTER N-ALPHA-FMOC-N-GAMMA-TRITYL-L-GLUTAMINE PENTAFLUOROPHENYL ESTER N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-GAMMA-TRITYL-L-GLUTAMINE PENTAFLUORPHENYL ESTER N-alpha-(9-fluorenylmethyloxycarbonyl)-N-gamma-trityl-L-glutamine pentafluorphenyl ester |
CAS | 132388-65-9 |
InChI | InChI=1/C45H33F5N2O5/c46-37-38(47)40(49)42(41(50)39(37)48)57-43(54)35(51-44(55)56-26-34-32-22-12-10-20-30(32)31-21-11-13-23-33(31)34)24-25-36(53)52-45(27-14-4-1-5-15-27,28-16-6-2-7-17-28)29-18-8-3-9-19-29/h1-23,34-35H,24-26H2,(H,51,55)(H,52,53)/t35-/m0/s1 |
Molecular Formula | C45H33F5N2O5 |
Molar Mass | 776.75 |
Density | 1.344g/cm3 |
Melting Point | 183-184℃ |
Boling Point | 899.2°C at 760 mmHg |
Flash Point | 497.6°C |
Vapor Presure | 4.48E-33mmHg at 25°C |
Appearance | White powder |
Storage Condition | 2-8°C |
Refractive Index | 1.604 |
MDL | MFCD00800874 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 10 |
HS Code | 2924 29 70 |
Use | N-A-FMOC-N-Γ-trityl-L-glutamic acid pentafluorophenyl ester is widely used as L-glutamic acid Derivatives are widely used in the synthesis of pharmaceutical and chemical intermediates. |
Preparation | N-Γ-trityl-L-glutamic acid pentafluorophenyl ester is suspended in dioxane solution and acylated with fluorene methoxycarbonyl azide to obtain N-A-FMOC-N-Γ-trityl-L-glutamic acid pentafluorophenyl ester [1]. The reaction formula is shown in the following figure: Experimental operation: Take N-Γ-trityl-L-glutamic acid pentafluorophenyl ester 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, and the liquid changes from turbid to transparent after 1 hour of reaction, add tert-butyl lithium, and the liquid becomes transparent and light yellow. Continue the reaction for 2 hours, the liquid color remains unchanged, the reaction progress is detected by thin layer chromatography, and the reaction is stopped after the raw material reaction is complete. After cooling to room temperature, filter to obtain light yellow powder. In the round-bottom flask, add anhydrous dioxane and a rotor to the round-bottom flask, suspend N-Γ-tribenzyl-L-glutamic acid pentafluorophenyl ester in dioxane solution, acylate with fluorene methoxycarbonyl azide, detect the reaction progress by thin layer chromatography, stop the reaction after the raw material reaction is complete, and obtain the crude N-A-FMOC-N-Γ-tribenzyl-L-glutamic acid pentafluorophenyl ester, under the condition of pH 9-10, it is extracted with ethyl acetate and refined by recrystallization. |