Lawesson's reagent → (S)-5-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]dihydro-2(3H)-furanthione

HRID 54828Notes

Reaction equation

HRID 54828 reaction equation
[CH3:1][C:2]([Si:5]([CH3:15])([CH3:14])[O:6][CH2:7][C@H:8]1[O:12][C:11](=O)[CH2:10][CH2:9]1)([CH3:4])[CH3:3].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:25])=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]([Si:5]([CH3:15])([CH3:14])[O:6][CH2:7][C@H:8]1[O:12][C:11](=[S:25])[CH2:10][CH2:9]1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 10014094(5S)-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-2-one

Product 1

HCID 54118133(S)-5-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]dihydro-2(3H)-furanthioneYield 114%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound is prepared by the procedure of Example 353 using 0.868 g of product from Example 359, 10 ml of toluene and 0.763 g of Lawesson's Reagent to give 0.530 g of the desired product.

Sources & evidence

ORD record
ord-457bc330f2854e96a29640d493b75a8b
Source dataset
uspto-grants-1997_04
Patent number
US05623081

Reaction notes

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