Leurosine sulfate → methyl (13S,15R,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate

HRID 1701091

Reaktionsgleichung

Reaktionsgleichung von HRID 1701091
[CH3:1][CH2:2][C@@:3]12[O:22][C@@H:21]1[C@@H:19]1[CH2:20][N:5]([CH2:6][CH2:7][C:8]3[C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=4[NH:15][C:16]=3[C@@:17]([C:56]([O:58][CH3:59])=[O:57])([C:23]3[CH:24]=[C:25]4[C@:33]56[C@@H:37]7[C@:38]([CH2:53][CH3:54])([C@@H:42]([O:49][C:50]([CH3:52])=[O:51])[C@:43]([OH:48])([C:44]([O:46][CH3:47])=[O:45])[C@@H:32]5[N:31]([CH3:55])[C:26]4=[CH:27][C:28]=3[O:29][CH3:30])[CH:39]=[CH:40][CH2:41][N:36]7[CH2:35][CH2:34]6)[CH2:18]1)[CH2:4]2.OS(O)(=O)=O>O>[CH3:1][CH2:2][C@@:3]12[O:22][C@@H:21]1[C@H:19]1[CH2:20][N:5]([CH2:6][CH2:7][C:8]3[C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=4[NH:15][C:16]=3[C@@:17]([C:56]([O:58][CH3:59])=[O:57])([C:23]3[CH:24]=[C:25]4[C@:33]56[C@@H:37]7[C@:38]([CH2:53][CH3:54])([C@@H:42]([O:49][C:50]([CH3:52])=[O:51])[C@:43]([OH:48])([C:44]([O:46][CH3:47])=[O:45])[C@@H:32]5[N:31]([CH3:55])[C:26]4=[CH:27][C:28]=3[O:29][CH3:30])[CH:39]=[CH:40][CH2:41][N:36]7[CH2:35][CH2:34]6)[CH2:18]1)[CH2:4]2

Komponenten

3

Edukt 1

HCID 259897Leurosine sulfate

Produkt 1

HCID 442111methyl (13S,15R,16R,18S)-13-[(1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-10-methoxycarbonyl-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,13-tetraen-4-yl]-18-ethyl-17-oxa-1,11-diazapentacyclo[13.4.1.04,12.05,10.016,18]icosa-4(12),5,7,9-tetraene-13-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

About 0.25 g. of leurosine sulfate were converted to the free base by dissolving the salt in water and making the resulting solution alkaline. The free base was insoluble in the aqueous alkaline layer and was extracted with chloroform. Evaporation of the chloroform yielded leurosine free base as a residue.

Aufarbeitung

  1. extractionwas extracted with chloroform
  2. customEvaporation of the chloroform

Quellen und Nachweise

ORD-Eintrag
ord-580e176d2e18422ea17dc317244860dc
Quelldatensatz
uspto-grants-1980_03
Patentnummer
US04191688

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