3339-73-9 3-Phthalimidopropionic acid

1.1;2.1 1. Haɗin gwiwar phthalic anhydride alanine: Ƙara 100g (1.12mol) na alanine zuwa 1000mL filasta wuyansa uku, 170g (1.15mol) na phthalic anhydride, 5g na triethylamine da 650mL na ruwa da aka raba zuwa refluene A lokacin dauki, da dauki da aka za'ayi har sai wani ruwa ya ragu, da zazzabi da aka saukar zuwa 20 ° C, da zazzabi da aka ajiye na 2 hours, tsotsa tacewa, tace cake yin burodi Dry 240.2 g na phthalic anhydride alanine, HPLC tsarki 99.1%, ya canza zuwa +97.7%.
I-16.1 Synthesis na 3- (l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid A cikin 3-L 4-wuyansa zagaye-ƙasa flask wanda aka share kuma ana kiyaye shi tare da yanayi mara kyau na nitrogen, an sanya wani bayani na 3-aminopropanoic acid (20 g, 224.48 mmol, 1.00 equiv) da 1,3-dihydro-2-benzofuran-l,3-dione (33.28 g, 224.69 mmol, 1.00 equiv) a cikin acetic acid. (1,200 ml).Wannan ya biyo bayan ƙari na potassium acetate (66.0 g, 672.49 mmol, 3.00 equiv) a cikin batches da yawa a 0 ° C.Sakamakon bayani an motsa shi don 3 h a 80 ° C a cikin wanka mai mai.Sakamakon cakuda ya tattara a ƙarƙashin injin.Daga nan sai aka kashe abin da aka yi ta hanyar ƙara 150 ml na ruwa.An tattara daskararrun ta hanyar tacewa.Wannan ya haifar da 40 g (81%) na 3- (l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid a matsayin farin m.R/.0.15 (a cikin ethyl acetate: petroleum ether = 1: 1)
Cakuda β-alanine (5.0 g, 0.056 mol), phthalic anhydride (8.7 g, 0.059 mol), da DMF (20 ml) an sake dawo da su a ƙarƙashin motsawa don 3 h.Sakamakon cakuda an sanyaya shi zuwa dakin da zafin jiki, an zuba shi cikin ruwan kankara (~ 100 ml), sa'an nan kuma tace ta tsotsa.An wanke kek ɗin tace da ruwa (15 ml × 3), barasa (3 ml × 3), da ether (10 ml × 2), sannan a bushe a cikin ruwa don ba da 2e (9.9 g, 80%) a matsayin fari. m.
137.6 Mataki na 6: Cakuda isobenzofuran-l,3-dione (20 g, 135 mmol) da 3-aminopropanoic acid (12 g, 135 mmol) an motsa shi a 170 ° C don 6h.Dubi Hoto 2. Bayan kammala amsawa, an shafe cakuda da ruwa kuma an fitar da shi tare da DCM (100 ml x 3).Haɗaɗɗen yadudduka na halitta an bushe su a kan anhydrous sodium sulfate, tace, kuma a mayar da hankali a ƙarƙashin rage matsa lamba don ba 3- (l,3-dioxoisoindolin-2-yl) propanoic acid 137g (20 g, 69%) a matsayin fari mai ƙarfi.
3-Phthalimidopropanoic acid (4) Cakuda phthalic anhydride (0.32 g, 2.2 mmol) da b-alanine (0.19 g, 2.2 mmol) aka mai tsanani a cikin buɗaɗɗen flask zuwa 150˚C na 2 h.Bayan sanyaya zuwa rt, an ƙara H2O (5 mL) kuma an fitar da cakuda a cikin CH2Cl2 (2 X 20 ml).An bushe Layer Layer akan Na2SO4, tacewa kuma an mayar da hankali don ba da farin m (0.3 g) a cikin 62% yawan amfanin ƙasa;IR (KBr) 1711, 2954 cm-1;mp 140-141˚C.An yi amfani da samfurin a mataki na gaba ba tare da ƙarin tsarkakewa ba.