Silane, [(9-bromononyl)oxy](1,1-dimethylethyl)dimethyl-

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 5.2 cm3 of a solution of magnesium compound (0.42 M/l) prepared from the product obtained in Stage A and 2.3 cm3 of tetrahydrofuran is cooled down to 0°/+2° C. 30 mg of copper chloride is added, agitation is carried out for 30 minutes, followed by cooling down to −30° C. and 330 mg of 3-ethylenedioxy 5 (10-epoxy estr-9(11)-ene-17-one dissolved in 2 cm3 of tetrahydrofuran is added and agitation is carried out for 45 minutes. 6 cm3 of 2M hydrochloric acid is added and agitation is carried out for 2 hours at ambient temperature. The reaction medium is poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatographing the residue on silica (eluant: ethyl acetate-cyclohexane 6-4), 192 mg of expected product is obtained. is cooled down to 0°/+2° C is added agitation is carried out for 45 minutes agitation is carried out for 2 hours at ambient temperature followed by extraction with ethyl acetate washing with salt water drying evaporating the solvent

Conditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 5.2 cm3 of a solution of magnesium compound (0.42 M/l) prepared from the product obtained in Stage A and 2.3 cm3 of tetrahydrofuran is cooled down to 0°/+2° C. 30 mg of copper chloride is added, agitation is carried out for 30 minutes, followed by cooling down to −30° C. and 330 mg of 3-ethylenedioxy 5 (10-epoxy estr-9(11)-ene-17-one dissolved in 2 cm3 of tetrahydrofuran is added and agitation is carried out for 45 minutes. 6 cm3 of 2M hydrochloric acid is added and agitation is carried out for 2 hours at ambient temperature. The reaction medium is poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatographing the residue on silica (eluant: ethyl acetate-cyclohexane 6-4), 192 mg of expected product is obtained. is cooled down to 0°/+2° C is added agitation is carried out for 45 minutes agitation is carried out for 2 hours at ambient temperature followed by extraction with ethyl acetate washing with salt water drying evaporating the solvent

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Tert-butyl-dimethylsilyl chloride (28.16 g, 186.8 mmol) was added in portions to a solution of 9-bromo-nonan-1-ol (27.8 g, 124.6 mmol) and imidazole (25.4 g, 373 mmol) in dry DCM (400 mL) at −10° C. under a nitrogen atmosphere. The reaction mixture was allowed to warm to RT overnight. The solids were removed by filtration and the filtrate was washed with 10% citric acid (aq), then brine, dried (MgSO4), filtered, and concentrated to dryness to afford the title compound as a yellow oil. The solids were removed by filtration the filtrate was washed with 10% citric acid (aq) brine, dried (MgSO4) filtered concentrated to dryness

Conditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 5.2 cm3 of a solution of magnesium compound (0.42 M/l) prepared from the product obtained in Stage A and 2.3 cm3 of tetrahydrofuran is cooled down to 0°/+2° C. 30 mg of copper chloride is added, agitation is carried out for 30 minutes, followed by cooling down to −30° C. and 330 mg of 3-ethylenedioxy 5 (10-epoxy estr-9(11)-ene-17-one dissolved in 2 cm3 of tetrahydrofuran is added and agitation is carried out for 45 minutes. 6 cm3 of 2M hydrochloric acid is added and agitation is carried out for 2 hours at ambient temperature. The reaction medium is poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatographing the residue on silica (eluant: ethyl acetate-cyclohexane 6-4), 192 mg of expected product is obtained. is cooled down to 0°/+2° C is added agitation is carried out for 45 minutes agitation is carried out for 2 hours at ambient temperature followed by extraction with ethyl acetate washing with salt water drying evaporating the solvent

Conditions: temp:-30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 5.2 cm3 of a solution of magnesium compound (0.42 M/l) prepared from the product obtained in Stage A and 2.3 cm3 of tetrahydrofuran is cooled down to 0°/+2° C. 30 mg of copper chloride is added, agitation is carried out for 30 minutes, followed by cooling down to −30° C. and 330 mg of 3-ethylenedioxy 5 (10-epoxy estr-9(11)-ene-17-one dissolved in 2 cm3 of tetrahydrofuran is added and agitation is carried out for 45 minutes. 6 cm3 of 2M hydrochloric acid is added and agitation is carried out for 2 hours at ambient temperature. The reaction medium is poured into a saturated aqueous solution of sodium bicarbonate, followed by extraction with ethyl acetate, washing with salt water, drying and evaporating the solvent. After chromatographing the residue on silica (eluant: ethyl acetate-cyclohexane 6-4), 192 mg of expected product is obtained. is cooled down to 0°/+2° C is added agitation is carried out for 45 minutes agitation is carried out for 2 hours at ambient temperature followed by extraction with ethyl acetate washing with salt water drying evaporating the solvent