Trimethylsilyl iodide → HCID 24783366, compound

HRID 1365615Notes

Reaction equation

C(OC([N:6]1[CH2:15][CH:14]([CH3:16])[C:13]2[C:12]3[CH2:17][CH2:18][CH:19]([C:20]([F:23])([F:22])[F:21])[C:11]=3[S:10][C:9]=2[CH2:8][CH2:7]1)=O)C.[Si](I)(C)(C)C>C(Cl)(Cl)Cl>[CH3:16][CH:14]1[C:13]2[C:12]3[CH2:17][CH2:18][CH:19]([C:20]([F:23])([F:21])[F:22])[C:11]=3[S:10][C:9]=2[CH2:8][CH2:7][NH:6][CH2:15]1

Participants

Conditions

Temperature: 70 °C

Procedure

The product of step (e) (diastereomer 1 and diastereomer 2, separately, 20 mg, 0.06 mmol) was dissolved in 3 mL CHCl3 and treated with TMSI (40 μL, 0.29 mmol). After heating to 70° C. overnight, the reaction was quenched with MeOH (5 mL) and 1 M NaOH (2 mL). The title compound was extracted into CHCl3 (2×10 mL) and subsequently purified by preparative HPLC-MS.

Workup

customthe reaction was quenched with MeOH (5 mL) and 1 M NaOH (2 mL)
extractionThe title compound was extracted into CHCl3 (2×10 mL)
customsubsequently purified by preparative HPLC-MS

Sources & evidence

ORD record: ord-63782076241642058aaefcee79dcff16
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893051B2

Reaction notes

Loading…