5-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-aminoglutarat
Fmoc-L-glutamic acid 5-tert-butyl ester
Grundinformationen
- CAS
71989-18-9- Standard-SMILES
CC(C)(C)OC(=O)CC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O- InChIKey
OTKXCALUHMPIGM-FQEVSTJZSA-N- Summenformel
- C24H27NO6
- Durchschnittliche Molmasse
- 425,5 g/mol
- Monoisotopische Masse
- 425,18383758
Namen und Bezeichner
- Bevorzugter Name
- Fmoc-L-glutamic acid 5-tert-butyl ester
- IUPAC
- (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
- Lokaler Name
- 5-tert-Butyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-aminoglutarat
- Englischer Name
- Fmoc-L-glutamic acid 5-tert-butyl ester
- Summenformel
- C24H27NO6
- Molmasse
- 425.47
Namen und Synonyme
71989-18-9Fmoc-L-glutamic acid 5-tert-butyl esterFmoc-Glu(OtBu)-OH(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acidMFCD00037135(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid(2S)-5-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-pentanoic acidN-Fmoc-L-glutamic acid 5-tert-butyl esterHY-Y0134AS-14175Fmoc-Glu(OtBu)-OH, >=98.0% (HPLC)(2S)-5-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-oxopentanoic acid
Weitere Namen anzeigen
FMOC-GLU(TBU)-OHFMOC-L-GLU(TBU)-OH5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate HydrateFomc-Glu(OtBu)-OH276-253-8Fomc-Glu(Ou(OtBu)-OH
L-glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 5-(1,1-dimethylethyl) ester5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamateFmoc-L-Glu(OtBu)-OHM03409fmoc-glu(otbu)Fmoc-Glu(tBu)Fmoc-L-Glu(OtBu)Fmoc-Glu(OtBu)-OH.nH2O
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,9
- Polarare Oberfläche (TPSA)
- 102 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 10
- Schwere Atome
- 31
- Formalladung
- 0
- Komplexität
- 635
Physikochemische Eigenschaften
- Schmelzpunkt
- 83 · 83-90 °C
- Siedepunkt
- 633.5 · 633.5±55.0 °C(Predicted)
- Dichte
- 1.232 · 1.232±0.06 g/cm3(Predicted)
- Brechungsindex
- -4 ° · -4 ° (C=1, 80% AcOH)
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- soluble in Methanol
- Aggregatzustand
- powder to crystal
- pka
- 3.7 · 3.70±0.10(Predicted)
- Farbe
- White to Almost white
- BRN
- 3636375 · 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 Datenbank
- 71989 · 71989-18-9(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2924 29 70
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-27-36/37/39-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungFmoc-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.
VerwendenFmoc-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 .
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