3339-73-9 3-phthalimidopropionic acid

1.1;2.1 1. Kaphatikizidwe wa phthalic anhydride alanine: Onjezani 100g (1.12mol) ya alanine ku 1000mL botolo la makosi atatu, 170g (1.15mol) ya phthalic anhydride, 5g ya triethylamine ndi 650ml ya madzi omwe anali olekanitsidwa ndi madzi. pa zomwe anachita, zomwe zinachitika mpaka madzi akutsikira, kutentha kunatsitsidwa mpaka 20 ° C, kutentha kunasungidwa kwa maola 2, kusefedwa kwa fyuluta, kuphika keke Fyuluta 240.2 g ya phthalic anhydride alanine, HPLC chiyero 99.1%. zokolola 97.7%.
I-16.1 Kaphatikizidwe ka 3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid Mu botolo la 3-L 4-khosi lozungulira-pansi lotsukidwa ndi kusungidwa ndi mpweya wozizira. nayitrogeni, anayikidwa yankho la 3-aminopropanoic acid (20 g, 224.48 mmol, 1.00 equiv) ndi 1,3- dihydro-2-benzofuran-l, 3-dione (33.28 g, 224.69 mmol, 1.00 equiv) mu asidi asidi (1,200 ml).Izi zinatsatiridwa ndi kuwonjezeredwa kwa potassium acetate (66.0 g, 672.49 mmol, 3.00 equiv) m'magulu angapo pa 0 ° C.The chifukwa yankho anasonkhezeredwa kwa 3 h pa 80 °C osamba mafuta.The chifukwa osakaniza anali anaikira pansi zingalowe.Zomwezo zidazimitsidwa ndikuwonjezera 150 ml ya madzi.Zolimba zinasonkhanitsidwa ndi kusefera.Izi zinapangitsa kuti 40 g (81%) ya 3-(l ,3-dioxo-2,3- dihydro-lH-isoindol-2-yl) propanoic acid ngati yolimba yoyera.R/.0.15 (mu ethyl acetate: petroleum ether = 1: 1)
Chisakanizo cha β-alanine (5.0 g, 0.056 mol), phthalic anhydride (8.7 g, 0.059 mol), ndi DMF (20 mL) chinasinthidwanso ndikugwedezeka kwa 3 h.The chifukwa osakaniza utakhazikika kutentha firiji, kuthira madzi ayezi (~ 100 mL), ndiyeno amasefedwa ndi kuyamwa.Keke ya fyuluta idatsukidwa motsatizana ndi madzi (15 mL × 3), mowa (3 mL × 3), ndi efa (10 mL × 2), kenako zowumitsidwa mu vacuo kupereka 2e (9.9 g, 80%) ngati woyera. cholimba.
137.6 Khwerero 6: Kusakaniza kwa isobenzofuran-l, 3-dione (20 g, 135 mmol) ndi 3-aminopropanoic acid (12 g, 135 mmol) kunagwedezeka pa 170 ° C kwa 6h.Onani Chithunzi 2. Pambuyo pomaliza, kusakaniza kunachepetsedwa ndi madzi ndikuchotsedwa ndi DCM (100 mL × 3).Zosakaniza zophatikizika za organic zinauma pa anhydrous sodium sulfate, zosefedwa, ndi kukhazikika pansi pa kupanikizika kochepa kuti apereke 3-(l,3-dioxoisoindolin-2-yl) propanoic acid 137g (20 g, 69%) ngati cholimba choyera.
3-Phthalimidopropanoic acid (4) Chisakanizo cha phthalic anhydride (0.32 g, 2.2 mmol) ndi b-alanine (0.19 g, 2.2 mmol) chinatenthedwa mu botolo lotseguka mpaka 150˚C kwa 2 h.Pambuyo kuzirala kwa rt, H2O (5 mL) anawonjezera ndi zimene osakaniza anali yotengedwa CH2Cl2 (2 X 20 mL).The organic wosanjikiza zouma pa Na2SO4, osasankhidwa ndi anaikira kupereka woyera olimba (0,3 g) mu 62% zokolola;IR (KBr) 1711, 2954 cm-1;mp 140-141˚C.Chogulitsacho chinagwiritsidwa ntchito mu sitepe yotsatira popanda kuyeretsedwa kwina.