Trimethylsilyl iodide → HCID 69538521, compound

HRID 2304381Notes

Reaction equation

[S:1](=[O:30])(=[O:29])([O:3][C:4]1[CH:21]=[CH:20][C:19]2[C@@H:18]3[C@H:9]([C@H:10]4[C@@:14]([CH2:16][CH2:17]3)([CH3:15])[C:13]([C:22](=[O:28])[NH:23]CCCC)=[CH:12][CH2:11]4)[CH2:8][CH2:7][C:6]=2[CH:5]=1)[NH2:2].[Si](I)(C)(C)C>>[S:1](=[O:29])(=[O:30])([O:3][C:4]1[CH:21]=[CH:20][C:19]2[C@@H:18]3[C@H:9]([C@H:10]4[C@@:14]([CH2:16][CH2:17]3)([CH3:15])[C:13]([C:22](=[O:28])[NH2:23])=[CH:12][CH2:11]4)[CH2:8][CH2:7][C:6]=2[CH:5]=1)[NH2:2]

Participants

Reactant 2

HCID 85247Trimethylsilyl iodide

HCID 12020528HCID 12020528, compound

Product 1

HCID 69538521HCID 69538521, compound

Procedure

Compound 11o was synthesized in a similar manner as 11a except that TMS-I was used in place of BBr3. Compound 11o was prepared from compound 12. EI-MS m/z 376 M+; 1H NMR (300 MHz, DMSO-d6) δ 0.88 (s, 3H, CH3), 6.44 (brs, 1H, 16-CH), 6.74(brs, 2H, CONH2), 6.97 (s, 1H, ArH), 7.01 (d, 1H, J=9 Hz, ArH), 7.32 (d, 1H, J=9 Hz, ArH), 7.89 (s, 2H, SO2NH2).

Sources & evidence

ORD record: ord-cb694dd0d6cd4e9e874d9c0782b78d3f
Source dataset: uspto-grants-2002_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06436918B1

Reaction notes

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