Fluorenylmethyloxycarbonyl isothiocyanate → 9H-fluoren-9-ylmethyl ({[(1S*,2R*,4R*)-1-(2-fluorophenyl)-2-(hydroxymethyl)-4-methoxycyclopentyl]amino}carbonothioyl)carbamate

HRID 1842085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842085
[NH2:1][C@@:2]1([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[CH2:6][C@H:5]([O:7][CH3:8])[CH2:4][C@H:3]1[CH2:9][OH:10].[C:18]1([CH2:31][O:32][C:33]([N:35]=[C:36]=[S:37])=[O:34])[C:30]2[CH2:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]=2[CH:21]=[CH:20][CH:19]=1>ClCCl>[CH:26]1[C:27]2[CH:18]([CH2:31][O:32][C:33](=[O:34])[NH:35][C:36]([NH:1][C@@:2]3([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=4[F:17])[CH2:6][C@H:5]([O:7][CH3:8])[CH2:4][C@H:3]3[CH2:9][OH:10])=[S:37])[C:30]3[C:29](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:28]=2[CH:23]=[CH:24][CH:25]=1

Komponenten

4

Edukt 2

HCID 22346806Fluorenylmethyloxycarbonyl isothiocyanateHCID 57827534[(1R*,2S*,4R*)-2-amino-2-(2-fluorophenyl)-4-methoxycyclopentyl]methanol

Produkt 1

HCID 578275719H-fluoren-9-ylmethyl ({[(1S*,2R*,4R*)-1-(2-fluorophenyl)-2-(hydroxymethyl)-4-methoxycyclopentyl]amino}carbonothioyl)carbamateAusbeute 62,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of [(1R*,2S*,4R*)-2-amino-2-(2-fluorophenyl)-4-methoxycyclopentyl]methanol (250 mg) and fluorenylmethyloxycarbonyl isothiocyanate (351 mg) in dichloromethane (20 mL) was stirred at room temperature for three days. The reaction solution was purified by silica gel column chromatography to obtain the title compound (340 mg).

Aufarbeitung

  1. customThe reaction solution was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7a598f8a2ed34c95abb114188a949898
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946211B2

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