9-ethyl-9H-carbazole-3-carbaldehyde → HCID 18394974, compound

HRID 1602960Notes

Reaction equation

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

Participants

Reactant 2

HCID 820559-ethyl-9H-carbazole-3-carbaldehyde

HCID 10841090o,o,o-Tris(tert-butyldimethylsilyl)uridine

Product 1

HCID 18394974HCID 18394974, compound

Procedure

5-((9-Ethylcarbazol-3-yl)hydroxymethyl)-2',3',5'-tris-O-((1,1-dimethylethyl)dimethylsilyl)uridine was prepared from 2',3',5'-tris-O-((1,1-dimethylethyl)dimethylsilyl)uridine according to the method of Example 1 step (i) (using 9-ethyl-3-carbazolecarboxaldehyde instead of benzophenone) as a yellow foam.

Sources & evidence

ORD record: ord-de09f5a8d386427cbbc35a7f5a89c913
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05985849

Reaction notes

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