3339-73-9 3-Phthalimidopropionic acid

1.1;2.1 1. Ukwenziwa kwe-phthalic anhydride alanine: Engeza i-100g (1.12mol) ye-alanine ku-1000mL ifulaski enentamo emithathu, 170g (1.15mol) ye-phthalic anhydride, 5g ye-triethylamine kanye ne-650mL ye-refluenex ehlukene yokusabela emanzini. ngesikhathi sokuphendula, ukusabela kwenziwa kuze kube kungabikho ukwehla kwamanzi, izinga lokushisa lehliswa laya ku-20 ° C, izinga lokushisa lagcinwa amahora angu-2, ukucwiliswa kwe-suction, ukubhaka ikhekhe lokuhlunga Dry 240.2 g ye-phthalic anhydride alanine, ukuhlanzeka kwe-HPLC 99.1%, isivuno 97.7%.
I-16.1 I-Synthesis ye-3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid Ku-3-L I-3-L yefulaski eyindilinga-ngezansi enentamo emi-4 ehlanjululwe futhi inakekelwa nomoya ongasebenzi i-nitrogen, ibekwe isixazululo se-3-aminopropanoic acid (20 g, 224.48 mmol, 1.00 equiv) kanye ne-1,3- dihydro-2-benzofuran-l, 3-dione (33.28 g, 224.69 mmol, 1.00 equiv) ku-acetic acid (1,200 ml).Lokhu kwalandelwa ukwengezwa kwe-potassium acetate (66.0 g, 672.49 mmol, 3.00 equiv) ngamaqoqwana ambalwa ku-0 °C.Isixazululo esiwumphumela sashukunyiswa amahora angu-3 ku-80 ° C endaweni yokugeza yamafutha.Ingxube ewumphumela yagxiliswa ngaphansi kwe-vacuum.Ukusabela kwabe sekucinywa ngokufaka u-150 ml wamanzi.Okuqinile kwaqoqwa ngokuhlunga.Lokhu kuholele ku-40 g (81%) we-3-(l ,3-dioxo-2,3- dihydro-lH-isoindol-2-yl) propanoic acid njengokuqinile okumhlophe.R/.0.15 (ku-ethyl acetate:i-petroleum ether = 1 : 1)
Ingxube ye-β-alanine (5.0 g, 0.056 mol), i-phthalic anhydride (8.7 g, 0.059 mol), kanye ne-DMF (20 mL) yahlungwa kabusha ngaphansi kokunyakaziswa amahora angu-3.Ingxube eyaba umphumela yapholiswa ekamelweni lokushisa, yathelwa emanzini ayiqhwa (~100 mL), bese ihlungwa ngokumuncwa.Ikhekhe lesihlungi lagezwa ngokulandelana ngamanzi (15 mL × 3), utshwala (3 mL × 3), ne-ether (10 mL × 2), lase lomiswa ku-vacuo ukunikeza u-2e (9.9 g, 80%) njengokumhlophe. okuqinile.
137.6 Isinyathelo 6: Ingxube ye-isobenzofuran-l, 3-dione (20 g, 135 mmol) kanye ne-3-aminopropanoic acid (12 g, 135 mmol) ishukunyiswe ku-170°C amahora angu-6.Bheka Umfanekiso 2. Lapho ukusabela kuqediwe, ingxube yahlanjululwa ngamanzi futhi yakhishwa nge-DCM (100 mL x 3).Izendlalelo ze-organic ezihlanganisiwe zomiswa phezu kwe-anhydrous sodium sulfate, zihlungiwe, futhi zagxila ngaphansi kwengcindezi encishisiwe ukunikeza i-3-(l,3-dioxoisoindolin-2-yl) propanoic acid 137g (20 g, 69%) njengento eqinile emhlophe.
I-3-Phthalimidopropanoic acid (4) Ingxube ye-phthalic anhydride (0.32 g, 2.2 mmol) ne-b-alanine (0.19 g, 2.2 mmol) ishisiswe kuflask evulekile yaba ngu-150˚C amahora angu-2.Ngemuva kokupholisa ku-rt, i-H2O (5 mL) yengezwa futhi ingxube yokusabela yakhishwa ku-CH2Cl2 (2 X 20 mL).I-organic layer yomiswa phezu kwe-Na2SO4, yahlungwa futhi yagxiliswa ukunikeza okuqinile okumhlophe (0.3 g) ku-62% yesivuno;IR (KBr) 1711, 2954 cm-1;mp 140-141˚C.Umkhiqizo usetshenziswe esinyathelweni esilandelayo ngaphandle kokuhlanzwa okwengeziwe.