4-(1-Methylethyl)-2-(tributylstannyl)-Thiazole synthesis

3synthesis methods

Product Name:4-(1-Methylethyl)-2-(tributylstannyl)-Thiazole
CAS Number:1108659-24-0
Molecular formula:C18H35NSSn
Molecular Weight:416.25

1026598-63-9
33 suppliers
$65.00/5mg

1461-22-9
205 suppliers
$10.00/10g

4-(1-Methylethyl)-2-(tributylstannyl)-Thiazole

1108659-24-0
2 suppliers
inquiry

Yield: 100%

Reaction Conditions:

Stage #1:2-bromo-4-isopropylthiazole with n-butyllithium in diethyl ether at -78; for 0.5 h;Inert atmosphere;
Stage #2:tributyltin chloride in diethyl ether at -78 - 20; for 36 h;Inert atmosphere;

Steps:

12 Preparation of 4-isopropyl-2-(tributylstannyl)thiazole 219
To a stirred solution of 2-bromo-4-isopropyl-thiazole (6.79 mmol) in anhydrous Et₂O (30 mL) under nitrogen at -78° C. was added dropwise nBuLi (7.47 mmol).
The reaction was stirred for 30 min and the temperature reached to -40° C.
The reaction mixture was cooled down to -78° C. and tri-n-butyltinchloride (8.15 mmol) was added slowly.
The reaction mixture was allowed to warm up to room temperature and stirred during 36 hrs.
Et₂O was added and the reaction was quenched with saturated NH₄Cl.
The organic layer was washed with saturated NH₄Cl and brine.
The organic layer was dried over Na₂SO₄, filtered, and concentrated under reduced pressure to give compound 219 as a pale yellow oil in quantitative yield.

References:

Idenix Pharmaceuticals LLC;Parsy, Christophe Claude;Alexandre, Francois-Rene;Convard, Thierry;Surleraux, Dominique US9353100, 2016, B2 Location in patent:Page/Page column 145; 146

17626-74-3 Synthesis

17626-74-3
14 suppliers
inquiry

1461-22-9
205 suppliers
$10.00/10g

1108659-24-0
2 suppliers
inquiry

References

1026598-63-9
33 suppliers
$65.00/5mg

1461-22-9
205 suppliers
$10.00/10g

1108659-24-0
2 suppliers
inquiry

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
0 suppliers
inquiry

References