3339-73-9 3-Phthalimidopropionic acid

1.1;2.1 1. Hoʻohui ʻia o ka phthalic anhydride alanine: E hoʻohui i 100g (1.12mol) o ka alanine i loko o kahi pahu 1000mL ʻekolu ʻāʻī, 170g (1.15mol) o ka phthalic anhydride, 5g o triethylamine a me 650mL wai i hoʻokaʻawale ʻia i ka toluene. i ka wā o ka hopena, ua lawe ʻia ka hopena a hiki i ka hāʻule ʻole o ka wai, ua hoʻohaʻahaʻa ʻia ka mahana i 20 ° C, mālama ʻia ka mahana no 2 mau hola, kānana kānana, kānana keke baking Dry 240.2 g o ka phthalic anhydride alanine, HPLC maʻemaʻe 99.1%, hua 97.7%.
I-16.1 Synthesis of 3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yl)propanoic acid I loko o ka 3-L 4-necked poepoe-lalo ipu i hoʻomaʻemaʻe ʻia a mālama ʻia me ka lewa inert o naikokene, ua waiho ia i ka hopena o ka 3-aminopropanoic acid (20 g, 224.48 mmol, 1.00 equiv) a me 1,3- dihydro-2-benzofuran-l,3-dione (33.28 g, 224.69 mmol, 1.00 equiv) i ka waikawa acetic. (1,200 mL).Ua ukali ʻia kēia me ka hoʻohui ʻana o ka potassium acetate (66.0 g, 672.49 mmol, 3.00 equiv) i kekahi mau pūʻulu ma 0 °C.Ua hoʻoulu ʻia ka hopena hopena no 3 mau hola ma 80 °C i loko o kahi ʻauʻau aila.Hoʻopili ʻia ka hui ʻana ma lalo o ka vacuum.A laila ua kinai ʻia ka hopena me ka hoʻohui ʻana o 150 mL o ka wai.Ua hōʻiliʻili ʻia nā mea paʻa ma ka kānana.Ua loaʻa kēia i ka 40 g (81%) o 3-(l ,3-dioxo-2,3- dihydro-lH-isoindol-2-yl)propanoic acid ma ke ʻano he paʻa keʻokeʻo.R/.0.15 (i loko o ka ethyl acetate: petroleum ether = 1 : 1)
ʻO kahi hui ʻana o ka β-alanine (5.0 g, 0.056 mol), phthalic anhydride (8.7 g, 0.059 mol), a me DMF (20 mL) i refluxed ma lalo o ka hoʻoulu ʻana no 3 mau hola.ʻO ka hui ʻana i hoʻoheheʻe ʻia i hoʻoluʻu ʻia i ka mahana o ka lumi, ninini ʻia i loko o ka wai hau (~ 100 mL), a laila kānana ʻia e ka momi.Holoi ʻia ka keke kānana me ka wai (15 mL × 3), ka waiʻona (3 mL × 3), a me ka etera (10 mL × 2), a laila hoʻomaloʻo ʻia i loko o ka vacuo e hāʻawi i 2e (9.9 g, 80%) i keʻokeʻo. paa.
137.6 KaʻAnuʻu 6: Ua hoʻoulu ʻia kahi hui o isobenzofuran-l,3-dione (20 g, 135 mmol) a me 3-aminopropanoic acid (12 g, 135 mmol) ma 170 ° C no 6h.E nānā i ke Kiʻi 2. I ka pau ʻana o ka hopena, ua hoʻoheheʻe ʻia ka hui ʻana me ka wai a lawe ʻia me DCM (100 mL x 3).Ua hoʻomaloʻo ʻia nā papa organik i hui ʻia ma luna o ka sodium sulfate anhydrous, kānana, a hoʻopaʻa ʻia ma lalo o ke kaomi hoʻemi ʻia e hāʻawi i ka 3-(l,3-dioxoisoindolin-2-yl) propanoic acid 137g (20 g, 69%) ma ke ʻano he paʻa keʻokeʻo.
3-Phthalimidopropanoic acid (4) Ua hoʻomehana ʻia ka hui ʻana o ka phthalic anhydride (0.32 g, 2.2 mmol) a me b-alanine (0.19 g, 2.2 mmol) i loko o ka ipu hāmama i 150˚C no 2 mau hola.Ma hope o ka hoʻoluʻu ʻana i ka rt, ua hoʻohui ʻia ka H2O (5 mL) a lawe ʻia ka hui ʻana i loko o CH2Cl2 (2 X 20 mL).Ua maloʻo ka papa organik ma luna o Na2SO4, kānana a hoʻopaʻa ʻia e hāʻawi i kahi paʻa keʻokeʻo (0.3 g) i 62% hua;IR (KBr) 1711, 2954 knm-1;mp 140-141˚C.Ua hoʻohana ʻia ka huahana i ka pae aʻe me ka hoʻomaʻemaʻe ʻole.