(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol
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- CAS-Nr.
- 1454847-96-1
- Englisch Name:
- (S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol
- Synonyma:
- EOS-60623;-1-(5-fluoro-2-iodophenyl)ethan-1-ol;(S)-1-(2-Iodo-5-fluorophenyl)-ethanol;(1S)-1-(5-fluoro-2-iodophenyl)ethanol;(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol;(S)-1-(5-fluoro-2-iodophenyl)ehtan-1-ol;(1S)-1-(5-FLUORO-2-IODOPHENYL)ETHAN-1-OL;(S)-5-Fluoro-2-iodo-alpha-methylbenzyl Alcohol;(S)-5-Fluoro-2-iodo-alpha-methylbenzenemethanol;Benzenemethanol, 5-fluoro-2-iodo-α-methyl-, (αS)-
- CBNumber:
- CB53142393
- Summenformel:
- C8H8FIO
- Molgewicht:
- 266.05
- MOL-Datei:
- 1454847-96-1.mol
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(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol Eigenschaften
- Siedepunkt:
- 275.7±30.0 °C(Predicted)
- Dichte
- 1.812±0.06 g/cm3(Predicted)
- pka
- 13.80±0.20(Predicted)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizität (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P301+P312 |
BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
| P302+P352 |
BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
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(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol is an intermediate of Lorlatinib, which is an orally administered inhibitor of ALK and ROS1, two enzymes that play a role in the development of cancer.
Synthese
(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol is synthesised using 5'-Fluoro-2'-iodoacetophenone as a raw material by chemical reaction. The specific synthesis steps are as follows:
A solution of (-)-DIPCI (57.1 g, 178 mmol) in THF (100 ml) was cooled to -20 to -30 C. A solution of compound 1 (31 .3 g, 1 19 mmol) in THF (100 ml) was then added dropwise, via addition funnel (30 min addition). The reaction was left to warm up to RT. After 2 h, the reaction was cooled to -30 C and another portion of (-)-DIPCI (38.0 g, 1 19 mmol) was added. After 30 min, the reaction was allowed to warm to RT and after 1 h, the solvents were removed in vacuo and the residue re-dissolved in MTBE (200 ml). A solution of diethanolamine (31 g, 296 mmol) in ethanol/THF (15 ml/30 ml) was added via addition funnel, to the reaction mixture under an ice bath. The formation of a white precipitate was observed. The suspension was heated at reflux for 2 hours then cooled to room temperature, filtered and the mother liquids concentrated in vacuo. The residue was suspended in heptane/EtOAc (7:3, 200 ml) and again filtered. This procedure was repeated until no more solids could be observed after the liquids were concentrated. The final yellow oil was purified by column chromatography (eluent: cyclohexane/EtOAc- 99:1 to 96:4). The resulting colorless oil was further purified by recrystallisation from heptanes, to give alcohol compound 2 (25 g, 80% yield, 99% purity and 96% ee) as white crystals. 1H NMR (400 MHz, CDCI3) delta 7.73 (dd, 1 H), 7.32 (dd, 1 H), 6.74 (ddd, 1 H), 4.99 - 5.04 (m, 1 H), 2.01 (d, 1 H), 1.44 (d, 3 H). LCMS-ES: No ionization, Purity 99%. Chiral GC (column CP-Chirasil-DexnCB): 96% ee; Rt (minor) 17.7 minutes and Rt (major) 19.4 minutes.
(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
(S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 117)Lieferanten
- (S)-1-(5-fluoro-2-iodophenyl)ethan-1-ol
- (1S)-1-(5-FLUORO-2-IODOPHENYL)ETHAN-1-OL
- EOS-60623
- Benzenemethanol, 5-fluoro-2-iodo-α-methyl-, (αS)-
- (S)-1-(2-Iodo-5-fluorophenyl)-ethanol
- -1-(5-fluoro-2-iodophenyl)ethan-1-ol
- (1S)-1-(5-fluoro-2-iodophenyl)ethanol
- (S)-5-Fluoro-2-iodo-alpha-methylbenzyl Alcohol
- (S)-5-Fluoro-2-iodo-alpha-methylbenzenemethanol
- (S)-1-(5-fluoro-2-iodophenyl)ehtan-1-ol
- 1454847-96-1
