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ChemicalBook CAS DataBase List 250266-79-6
250266-79-6

250266-79-6 synthesis

4synthesis methods
2127-03-9 Synthesis
2,2'-Dithiodipyridine

2127-03-9
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377733-71-6 Synthesis
4-Tritylsulfanylbutanoic acid

377733-71-6
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250266-79-6

250266-79-6
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Yield:250266-79-6 91%

Reaction Conditions:

with chlorotriisopropylsilane;trifluoroacetic acid in dichloromethane at 20; for 1 h;Product distribution / selectivity;

Steps:

9

To a flame-dried 10 mL roundbottom flask purged with N2 was added a solution of 130 (436.8 mg, 1.205 mmol) in dry CH2Cl2 (10 mL). To this was added 4-aldrithiol (796.4 mg, 3.615 mmol) via weigh paper and then triisopropylsilane (272.3 μL, 1.325 mmol) via microsyringe. Trifluoroacetic acid (~2.5 mL) was added dropwise under stirring at room temp until the bright yellow color persisted. The reaction was allowed to stir for 1 hour, after which it was concentrated in vacuo and purified via silica gel chromatography (pentane-ethyl acetate-acetic acid, gradient from 69:30:1 to 54:45:1) to give 251.6 mg (91%) of pure 131: 1H-NMR (500 MHz, CDCl3): δ 8.52 (1 H, d, J = 4.8 Hz), 7.79 (IH, d, J = 8 Hz), 7.74 (IH, t, J = 7.5 Hz), 7.18 (IH, t, J = 6.5 Hz), 2.84 (2H, t, J = 7.5 Hz), 2.47 (2H, t, J = 7.5 Hz), 2.01 (2H, quintet, J = 7.5 Hz).

References:

WO2008/69824,2008,A2 Location in patent:Page/Page column 83; 85