Trimethylsilyl iodide → HCID 11208066, compound

HRID 2116211Notes

Reaction equation

HRID 2116211 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[O:15][CH:14]([CH2:17][NH:18]C(=O)OCC4C=CC=CC=4)[CH2:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)=[C:4]([CH3:29])[CH:3]=1.I[Si](C)(C)C>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[O:15][CH:14]([CH2:17][NH2:18])[CH2:13][C:12]=3[CH:11]=[CH:10][CH:9]=2)=[C:4]([CH3:29])[CH:3]=1

Participants

4

Reactant 2

HCID 85247Trimethylsilyl iodideHCID 86599250HCID 86599250, compound

Product 1

HCID 11208066HCID 11208066, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared (0.224 g, 74%) following the general procedure of Example 158 as a white solid, hydrochloride salt from (−)-benzyl {[7-(4-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}carbamate (0.40 g, 0.981 mmol) and iodotrimethylsilane (0.785 g, 3.92 mmol). [α]D25=−13.0 (c 10.0 in methanol); mp 190-191° C.

Sources & evidence

ORD record
ord-86898a22953d48f4aa85227861f93488
Source dataset
uspto-grants-2008_10
Patent number
US07435837B2

Reaction notes

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