Trifluoroacetic acid → HCID 86745542, compound

To a solution of (Z)-3-[(2S,4S)-N-allyloxycarbonyl-4-tritylthiopyrrolidin-2-yl]acrylamide (1.02 g, 2.06 mmol) in methylene chloride (1 ml) were added trifluoroacetic acid (1 ml) and triethylsilane (0.33 ml, 2.07 mmol) under ice-cooling under nitrogen. The reaction mixture was stirred for 30 minutes at the same temperature, concentrated under reduced pressure, and diluted with methylene chloride (5 ml). The mixture was concentrated again, and extracted with ethyl acetate (50 ml). The organic layer was washed with 0.1M phosphate buffer (pH 5.7×2) and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and concentrated to give (Z)-3 [(2S,4S)-N-allyloxycarbonyl-4-mercaptopyrrolidin-2-yl]acrylamide, which was used for the next reaction without purification. ##STR328##

1. temperaturecooling under nitrogen
2. concentrationconcentrated under reduced pressure
3. additiondiluted with methylene chloride (5 ml)
4. concentrationThe mixture was concentrated again
5. extractionextracted with ethyl acetate (50 ml)
6. washThe organic layer was washed with 0.1M phosphate buffer (pH 5.7×2) and saturated aqueous sodium chloride
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated

ORD record

ord-3e82effb84534346be1fda4ee4e81c52

Source dataset

uspto-grants-1992_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05095013