Hydrochloric Acid → HCID 178472218, Verbindung

HRID 2421466

Reaktionsgleichung

N([C:3]1[N:4]=[C:5]([NH2:21])[C:6]2[N:7]=[CH:8][N:9]([C:19]=2[N:20]=1)[C@@H:10]1[O:18][C@H:15]([CH2:16][OH:17])[C@@H:13]([OH:14])[C@H:11]1[OH:12])N.Cl.[CH:23]([CH:25]([CH:31]=[O:32])[C:26]([O:28][CH2:29][CH3:30])=[O:27])=O.O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C=NC2C1=NC([N:52]1[CH:56]=[C:55]([C:57]([O:59][CH2:60][CH3:61])=[O:58])[CH:54]=[N:53]1)=NC=2N>C(O)C>[OH:12][C@@H:11]1[C@H:13]([OH:14])[C@@H:15]([CH2:16][OH:17])[O:18][C@H:10]1[N:9]1[CH:8]=[N:7][C:6]2[C:19]1=[N:20][C:3]([C:56]1[C:55]([C:57]([O:59][CH2:60][CH3:61])=[O:58])=[CH:54][NH:53][N:52]=1)=[N:4][C:5]=2[NH:21]/[CH:23]=[C:25](\[CH:31]=[O:32])/[C:26]([O:28][CH2:29][CH3:30])=[O:27]

Komponenten

Reaktionsbedingungen

Temperatur: 10 °C

Versuchsvorschrift

A reaction vessel is charged with 2-hydrazinoadenosine (450 g) and absolute ethanol (11376 g). HCl (7.47 g) and ethyl 2-formyl-3-oxopropionate (1557 g) are added. The mixture is heated to reflux and sampled until the level of residual 2-hydrazinoadenosine in the mixture is not more than 0.50% and the level of the compound of formula (3) is not more than 2.5%. The mixture is slowly cooled to approximately 10° C. The product, the compound of formula (4) is isolated by filtration and washed with absolute ethanol (5121 g). The product is dried under vacuum at up to 40° C. until residual ethanol is not more than 5000 ppm to give ethyl (2E)-3-({9-[(4S,2R,3R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-[4-(ethoxycarbonyl)-pyrazolyl]purin-6-yl}amino)-2-formylprop-2-enoate.

Aufarbeitung

temperatureThe mixture is heated
temperatureto reflux

Quellen und Nachweise

ORD-Eintrag: ord-f62910ef1f7b481fbcc4b5ccd04812f4
Quelldatensatz: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07956179B2

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