Molecular Formula | C37H31NO4S |
Molar Mass | 585.71 |
Density | 1.270±0.06 g/cm3(Predicted) |
Melting Point | 172-176℃ |
Boling Point | 763.4±60.0 °C(Predicted) |
Specific Rotation(α) | -18 ° (C=1, THF) |
Solubility | soluble in Tetrahydrofuran |
Appearance | White solid |
Color | White to Almost white |
pKa | 3.70±0.10(Predicted) |
Storage Condition | 2-8°C |
MDL | MFCD00151922 |
WGK Germany | 3 |
HS Code | 2930 90 16 |
Properties | N-Fmoc-S-trityl-D-cysteine is a white solid at room temperature and pressure. |
Uses | N-Fmoc-S-trityl-D-cysteine is mainly used in the synthesis of biological macromolecular polypeptides, for example, it can be used in the preparation of aitibatide (eptifibatide peptide). In addition, N-Fmoc-S-trityl-D-cysteine is also a key synthetic intermediate of biological macromolecule octreotide (octreotide). |
synthesis method | add 9-(fluorene methoxycarbonyl) succinimide (Fmoc-OSu,1.75g, 5.2 mmol) acetonitrile (11 ml) to the vacuum-dried reaction bottle, stir to dissolve it, the amino acid precursor Cys (Trt)-OH(1.89g, 5.20 mmol) was added to the sodium carbonate aqueous solution (600 mg, 5.67 mmol, 11 ml), and then transferred to the Fmoc-OSu solution. After stirring for 1 hour, acidify the solution to pH 2 with 1M HCl at 0 degree, extract the solution three times with dichloromethane, separate and merge the organic layer, and then wash the combined organic layer with saturated sodium chloride aqueous solution. The organic layer is dried with anhydrous magnesium sulfate, the mixture is filtered to remove the magnesium sulfate solid, and the obtained filtrate is concentrated in vacuum to obtain product N-Fmoc-S-trityl-D-cysteine. Fig. The synthetic route of N-Fmoc-S-trityl-D-cysteine |