تفاعل #985290

معادلة التفاعل

12

Ferrocene-2-carboxylic acid [2-(pyridin-2-yldisulfanyl)-ethyl]-amide

DTT

Et3N

→

13

المردود 57.0%

Ferrocene-2-carboxylic acid (2-mercapto-ethyl)-amide

المردود 57.0%

المذيبات

MeOH

ظروف التفاعل

المعالجة

1. 1
   أخرىfollowed by evaporation of the solvent
2. 2
   workup.DISSOLUTIONThe residue was dissolved in 15 mL of EtOAc
3. 3
   غسيلrinsed with H20 (8×15 mL)
4. 4
   أخرىto remove excess DTT
5. 5
   تجفيفAfter drying over MgSO4
6. 6
   تركيزconcentrating
7. 7
   أخرىthe residue was purified by flash chromatography (hexanes/EtOAc, 1:1

الإجراء التجريبي

To a solution of 12 (113 mg, 0.28 mmol) dissolved in 6 mL of MeOH was added DTT (438 mg, 2.8 mmol) and Et3N (79 mL, 0.57 mmol). The solution was stirred at room temperature for 18 h, followed by evaporation of the solvent. The residue was dissolved in 15 mL of EtOAc and rinsed with H20 (8×15 mL) to remove excess DTT. After drying over MgSO4 and concentrating, the residue was purified by flash chromatography (hexanes/EtOAc, 1:1, v/v) to afford 46 mg (57%) of 13. 1H NMR 400 MHz (CDCl3) d 6.16 (br s, 1H), 4.66 (t, J=1.8 Hz, 2H), 4.33 (t, J=1.8 Hz, 2H), 4.19 (s, 5H), 3.53 (q, J=6.4 Hz, 2H), 2.75 (m, 2H).

المصدر