1,2-Dichloroethane → HCID 86594207, Verbindung

HRID 14333

Reaktionsgleichung

[F:1][C:2]1[CH:3]=[C:4]([CH:30]=[C:31]([F:33])[CH:32]=1)[CH2:5][C@H:6]([NH:22][C:23](=[O:29])[CH2:24][CH2:25][C:26]([OH:28])=[O:27])[C@H:7]([OH:21])[CH2:8][NH:9][C:10]1([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][CH3:20])[CH:14]=2)[CH2:12][CH2:11]1.[CH2:34](Cl)[CH2:35]Cl.[CH:38]1[CH:39]=C[C:41]2[N:46](O)N=[N:44][C:42]=2[CH:43]=1>CN(C=O)C>[N:46]12[CH2:35][CH2:34][CH:43]([CH2:38][CH2:39]1)[C@@H:42]([NH:44][C:26](=[O:28])[CH2:25][CH2:24][C:23]([NH:22][C@@H:6]([CH2:5][C:4]1[CH:30]=[C:31]([F:33])[CH:32]=[C:2]([F:1])[CH:3]=1)[C@H:7]([OH:21])[CH2:8][NH:9][C:10]1([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][CH3:20])[CH:14]=3)[CH2:12][CH2:11]1)=[O:29])[CH2:41]2.[CH:26]([OH:28])=[O:27]

Komponenten

Reaktionsbedingungen

Temperatur: 45 °C

Versuchsvorschrift

To a solution of S-aminoquinuclidine (0.086 g, 0.434 mmol) TEA (0.302 ml, 2.17 mmol), and anhydrous DMF (2.5 ml) was added 4-[((1S,2R)-1-(3,5-difluorobenzyl)-3-{[1-(3-ethylphenyl)cyclopropyl]amino}-2-hydroxypropyl)amino]-4-oxobutanoic acid (0.200 g, 0.434 mmol), EDC (0.125 g, 0.651 mmol), and HOBT (0.088 g, 0.651 mmol) under nitrogen, with stirring at 45° C. overnight. Reaction mixture was quenched with 10% sodium bicarbonate (aq.) then extracted with ethyl acetate then concentrated in vacuo, yielding product (0.093 g). Prep-HPLC yielded the product as its formate salt. (ES+: 569.3)

Aufarbeitung

customReaction mixture
customwas quenched with 10% sodium bicarbonate (aq.)
extractionthen extracted with ethyl acetate
concentrationthen concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-aa78d5986adc4125922ae35908a743c5
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07727997B2

Verknüpfte Notizen

Wird geladen…