Introduction：Basic information about Fmoc-L-glutamic acid 5-tert-butyl ester CAS 71989-18-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Fmoc-L-glutamic acid 5-tert-butyl ester Basic information
| Product Name: | Fmoc-L-glutamic acid 5-tert-butyl ester |
| Synonyms: | N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER;N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER;N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER;N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-GAMMA-T-BUTYL ESTER;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-GAMMA-T-BUTYL-L-GLUTAMIC ACID;N-FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER;N-FMOC-O-T-BUTYL-L-GLU |
| CAS: | 71989-18-9 |
| MF: | C24H27NO6 |
| MW: | 425.47 |
| EINECS: | 276-253-8 |
| Product Categories: | Fmoc-Amino acid series;Fmoc-Amino Acids;Pyridines;Glutamic acid [Glu, E];Fmoc-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Amino Acid Derivatives |
| Mol File: | 71989-18-9.mol |
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Fmoc-L-glutamic acid 5-tert-butyl ester Chemical Properties
| Melting point | 83-90 °C |
| alpha | -4.5 º (c=1, 80% acetic acid) |
| Boiling point | 633.5±55.0 °C(Predicted) |
| density | 1.232±0.06 g/cm3(Predicted) |
| refractive index | -4 ° (C=1, 80% AcOH) |
| storage temp. | Store below +30°C. |
| solubility | soluble in Methanol |
| pka | 3.70±0.10(Predicted) |
| form | powder to crystal |
| color | White to Almost white |
| Optical Rotation | [α]20/D 5.0±2.0°, c = 1% in acetic acid: water (4:1) |
| BRN | 3636375 |
| Major Application | peptide synthesis |
| InChIKey | OTKXCALUHMPIGM-FQEVSTJZSA-N |
| SMILES | C(O)(=O)[C@H](CCC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
| CAS DataBase Reference | 71989-18-9(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-27-36/37/39-24/25 |
| WGK Germany | 3 |
| HS Code | 2924 29 70 |
| Storage Class | 11 - Combustible Solids |
Fmoc-L-glutamic acid 5-tert-butyl ester Usage And Synthesis
| Description | Fmoc-L-glutamic acid 5-tert-butyl ester is a Fmoc derivative with an N-substituted tert-butyl ester molecule. It is white or gray-white solid crystals at room temperature and pressure, poor solubility in water and insoluble in petroleum ether, but soluble in ethyl acetate, acetic acid and N,N-dimethylformamide. |
| Chemical Properties | White powder |
| Uses | Fmoc-Glu(OtBu)-OH (Fmoc-L-glutamic acid 5-tert-butyl ester) can be employed as a:
- Ligand in the synthesis of cis-substituted cyclopropane carboxylic acids via C-H activation of cyclopropane carboxamides using Pd catalyst.
- Linker in the preparation of multi-small molecule-conjugated PTX (paclitaxel) derivatives.
It can be also used as a building block in the preparation of stapled α-helical peptides , and peptide C-terminal thioesters . |
| General Description | Fmoc-L-glutamic acid 5-tert-butyl ester is a protected building block used for the introduction of glutamic acid into peptides. |
| reaction suitability | reaction type: Fmoc solid-phase peptide synthesis |
Fmoc-L-glutamic acid 5-tert-butyl ester Preparation Products And Raw materials
| Raw materials | Fluorene-->L-Glutamic acid 5-tert-butyl ester-->9-FLUORENYLMETHYL PENTAFLUOROPHENYL CARBONATE-->Fmoc-OSu |
| Preparation Products | Fmoc-L-Glutamic acid 1-tert-butyl ester-->Fmoc-Glu-OMe-->Fmoc-L-beta-homoglutamic acid 6-tert-butyl ester-->L-Glutamic acid, 5-(1,1-dimethylethyl) 1-(2-propen-1-yl) ester-->FMOC-GLU(OBUT)-NH2 |
