反应详情

A solution of N,N'-[dithiobis(2,1-phenylene carbonyl)]bis L-serine bis[O(1,1-dimethylethyl) bis (1,1-dimethylethyl)ester (1.0 g, 1.4 mmol) from Example 39, in 30 mL methanol was treated with 8 mL of 1N NaOH and allowed to stir for 18 hours. The methanol was removed in vacuo and the residual was diluted with 5 water and extracted with ethyl acetate. A slow stream of oxygen was passed thru the aqueous layer while dilute HCl was added to maintain a pH=6-7. After the disulfide formation was complete (2-18 hours), dilute HCL was added to a pH=3. The product was collected by filtration, washed with water, dried and was recrystallized from ethyl acetate to afford 0.4 g of the title compound, mp 206°-207° C.

1. customThe methanol was removed in vacuo
2. additionthe residual was diluted with 5 water
3. extractionextracted with ethyl acetate
4. additionwas added
5. temperatureto maintain a pH=6-7
6. custom(2-18 hours)
7. additiondilute HCL
8. additionwas added to a pH=3
9. filtrationThe product was collected by filtration
10. washwashed with water
11. customdried
12. customwas recrystallized from ethyl acetate