3339-73-9 3-Phthalimidopropionic acid

1.1;2.1 1. Te whakahiatotanga o te phthalic anhydride alanine: Tāpirihia te 100g (1.12mol) o te aranine ki te 1000mL ipu kaki-toru, 170g (1.15mol) o te phthalic anhydride, 5g o te triethylamine me te 650mL o te wai rewharewha, he wai whakahiato ki te toruene. i roto i te tauhohenga, kawea te tauhohenga i roto i tae noa ki te kore pata wai, i tuku iho te pāmahana ki te 20 ° C, i pupuri i te pāmahana mo te 2 haora, momi filtration, keke tātari tunu maroke 240.2 g o phthalic anhydride alanine, HPLC pure 99.1%, hua 97.7%.
I-16.1 Te whakahiatotanga o te waikawa propanoic 3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl) ki roto i te ipu porotaka-raro 3-L, 4-kaki, kua purea me te pupuri ki te hau koretake o hauota, i whakanohoia he otinga o te waikawa 3-aminopropanoic (20 g, 224.48 mmol, 1.00 equiv) me te 1,3- dihydro-2-benzofuran-l,3-dione (33.28 g, 224.69 mmol, 1.00 equiv) i roto i te waikawa acetic. (1,200 mL).I muri mai ko te taapiri o te konupora acetate (66.0 g, 672.49 mmol, 3.00 equiv) i roto i te maha o nga puranga i te 0 °C.Ko te otinga ka whakaohohia mo te 3 haora i te 80 °C i roto i te pati hinu.Ko te ranunga hua i kukū i raro i te korehau.Ka tineia te tauhohenga ma te taapiri i te 150 mL wai.I kohia nga totoka ma te tātari.I puta mai te 40 g (81%) o te 3-(l ,3-dioxo-2,3- dihydro-lH-isoindol-2-yl) waikawa propanoic hei totoka ma.R/.0.15 (i roto i te ethyl acetate:petroleum ether = 1 : 1)
He ranunga o te β-alanine (5.0 g, 0.056 mol), phthalic anhydride (8.7 g, 0.059 mol), me te DMF (20 mL) i whakakorikorihia mo te 3 haora.Ko te ranunga hua ka whakamatao ki te pāmahana rūma, ka ringihia ki te wai tio (~100 mL), ka tātarihia ma te momi.I horoia te keke tātari ki te wai (15 mL × 3), te waipiro (3 mL × 3), me te ether (10 mL × 2), ka whakamarokehia ki te korehau kia hoatu te 2e (9.9 g, 80%) hei ma. mārō.
137.6 Hipanga 6: Ko te ranunga o te isobenzofuran-l,3-dione (20 g, 135 mmol) me te waikawa 3-aminopropanoic (12 g, 135 mmol) i whakakorikoria i te 170°C mo te 6h.Tirohia te Whakaahua 2. I te otinga o te tauhohenga, ka waimeha te ranunga ki te wai ka tangohia ki te DCM (100 mL x 3).I whakamarokehia nga paparanga pararopi i runga i te konutai konutai pūkawa, ka tātarihia, ka kuhu ki raro i te pehanga iti kia hoatu he 3-(l,3-dioxoisoindolin-2-yl) waikawa propanoic 137g (20 g, 69%) hei totoka ma.
3-Phthalimidopropanoic acid (4) He ranunga o te phthalic anhydride (0.32 g, 2.2 mmol) me te b-alanine (0.19 g, 2.2 mmol) i whakamahana i roto i te ipu tuwhera ki te 150˚C mo te 2 haora.Whai muri i te whakamatao ki te rt, ka tapirihia te H2O (5 mL) ka tangohia te ranunga tauhohenga ki CH2Cl2 (2 X 20 mL).I whakamarokehia te paparanga waro ki runga i te Na2SO4, ka tātarihia, ka whakapouri kia puta he totoka ma (0.3 g) i te 62% te hua;IR (KBr) 1711, 2954 cm-1;mp 140-141˚C.I whakamahia te hua i te waahanga e whai ake nei kaore he purenga.