3339-73-9 3-Phthalimidopropionic acid

1.1;2.1 1. Nkwekọrịta nke phthalic anhydride alanine: Tinye 100g (1.12mol) nke alanine na 1000mL flask atọ olu olu, 170g (1.15mol) nke phthalic anhydride, 5g nke triethylamine na 650mL nke mmiri refluene kewapụrụ. N'oge mmeghachi omume ahụ, a na-eme mmeghachi omume ahụ ruo mgbe mmiri adịghị ada, a na-ebelata okpomọkụ ruo 20 Celsius C, a na-edobe okpomọkụ maka awa 2, nsị nsị, nzacha achicha achicha 240.2 g nke phthalic anhydride alanine, HPLC ịdị ọcha 99.1%, na-ebelata 97.7%.
I-16.1 Synthesis nke 3- (l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid n'ime iko 3-L 4-olu gbara gburugburu na-asachapụ ma na-echekwa ya na ikuku inert. nitrogen, etinyere ihe ngwọta nke 3-aminopropanoic acid (20 g, 224.48 mmol, 1.00 equiv) na 1,3-dihydro-2-benzofuran-l,3-dione (33.28 g, 224.69 mmol, 1.00 equiv) na acetic acid. (1,200 ml).Nke a sochiri mgbakwunye nke potassium acetate (66.0 g, 672.49 mmol, 3.00 equiv) n'ọtụtụ ogbe na 0 Celsius.A kpalitere ihe ngwọta a na-esi na ya pụta maka 3 h na 80 Celsius C na mmanụ bat.Ngwakọta nke si na ya pụta gbabara n'okpuru agụụ.Emenyụ mmeghachi omume ahụ site na mgbakwunye nke 150 ml mmiri.A na-anakọta ihe siri ike site na nzacha.Nke a mere ka 40 g (81%) nke 3- (l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl) propanoic acid dị ka ihe siri ike na-acha ọcha.R/.0.15 (na ethyl acetate: petroleum ether = 1: 1)
Ngwakọta nke β-alanine (5.0 g, 0.056 mol), phthalic anhydride (8.7 g, 0.059 mol), na DMF (20 ml) na-emegharị n'okpuru mkpali maka 3 h.A na-eme ka ngwakọta a na-esi na ya mee ka ọ dị jụụ n'ime ụlọ, wụsa n'ime mmiri ice (~ 100 ml), wee kpochaa ya site na nsị.A na-eji mmiri sachaa achicha ahụ n'usoro (15 ml × 3), mmanya (3 mL × 3), na ether (10 ml × 2), wee kpoo ya na vacuo iji nye 2e (9.9 g, 80%) dị ka ọcha. siri ike.
137.6 Nzọụkwụ 6: Ngwakọta nke isobenzofuran-l,3-dione (20 g, 135 mmol) na 3-aminopropanoic acid (12 g, 135 mmol) na-akpali na 170 ° C maka 6h.Hụ ihe osise 2. Mgbe emechara mmeghachi omume, a na-eji mmiri na-agbakọta ngwakọta ahụ ma wepụ ya na DCM (100 mL x 3).Akpọkọrọ akwa organic agwakọta n'elu anhydrous sodium sulfate, nzacha, na lekwasị n'okpuru mbelata nrụgide inye 3- (l,3-dioxoisoindolin-2-yl) propanoic acid 137g (20 g, 69%) dị ka ọcha siri ike.
3-Phthalimidopropanoic acid (4) Ngwakọta nke phthalic anhydride (0.32 g, 2.2 mmol) na b-alanine (0.19 g, 2.2 mmol) na-ekpo ọkụ na flask mepere emepe ruo 150˚C maka awa 2.Mgbe ọ dị jụụ na rt, agbakwunyere H2O (5 mL) wee wepụta ngwakọta mmeghachi omume na CH2Cl2 (2 X 20 ml).A na-akpọnwụ oyi akwa organic n'elu Na2SO4, na-enyocha ma tinye uche ya iji nye ihe siri ike na-acha ọcha (0.3 g) na 62% mkpụrụ;IR (KBr) 1711, 2954 cm-1;mp 140-141˚C.A na-eji ngwaahịa ahụ mee ihe na nzọụkwụ ọzọ na-enweghị nchacha ọzọ.