Hydrochloric Acid → HCID 67777289, 화합물

HRID 2405513노트

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HRID 2405513 반응식
[C:1]([O:12][CH2:13][CH2:14][N:15]([CH2:17][CH2:18][NH:19][C:20]([C@:22]12[CH2:60][CH2:59][C@@H:58]([C:61]([CH3:63])=[CH2:62])[C@@H:23]1[C@@H:24]1[C@@:37]([CH3:40])([CH2:38][CH2:39]2)[C@@:36]2([CH3:41])[C@@H:27]([C@:28]3([CH3:57])[C@@H:33]([CH2:34][CH2:35]2)[C:32]([CH3:43])([CH3:42])[C:31]([C:44]2[CH:49]=[CH:48][C:47]([C:50]([O:52]C(C)(C)C)=[O:51])=[CH:46][CH:45]=2)=[CH:30][CH2:29]3)[CH2:26][CH2:25]1)=[O:21])[CH3:16])(=[O:11])[CH2:2][CH2:3][C:4]([O:6]C(C)(C)C)=[O:5].Cl>O1CCOCC1>[C:4]([CH2:3][CH2:2][C:1]([O:12][CH2:13][CH2:14][N:15]([CH3:16])[CH2:17][CH2:18][NH:19][C:20]([C@:22]12[CH2:60][CH2:59][C@@H:58]([C:61]([CH3:63])=[CH2:62])[C@@H:23]1[C@@H:24]1[C@@:37]([CH3:40])([CH2:38][CH2:39]2)[C@@:36]2([CH3:41])[C@@H:27]([C@:28]3([CH3:57])[C@@H:33]([CH2:34][CH2:35]2)[C:32]([CH3:43])([CH3:42])[C:31]([C:44]2[CH:45]=[CH:46][C:47]([C:50]([OH:52])=[O:51])=[CH:48][CH:49]=2)=[CH:30][CH2:29]3)[CH2:26][CH2:25]1)=[O:21])=[O:11])([OH:6])=[O:5]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 67774931HCID 67774931, 화합물

생성물 1

HCID 67777289HCID 67777289, 화합물

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
20 °C

실험 절차

To a solution of 2-((2-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-9-(4-(tert-butoxycarbonyl)phenyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysene-3a-carboxamido)ethyl)(methyl)amino)ethyl tert-butyl succinate (40 mg, 0.046 mmol) in dioxane (1 mL) was added 4N HCl (0.115 mL, 0.459 mmol). The reaction mixture was stirred at 20° C. for 3 hours. LCMS indicated the formation of desired product. The reaction mixture was neutralized with 1N NaOH and then filtered. The clear solution was purified by prep HPLC to provide the desired product as colourless oil (7.2 mg, 20%). LCMS: m/e 759.34 (M+H)+, 2.37 min (method 1). 1H NMR (400 MHz, Acetic Acid-d4) δ ppm 7.99 (d, J=8.28 Hz, 2H), 7.26 (d, J=8.53 Hz, 2H), 5.33 (d, J=4.77 Hz, 1H), 4.74 (s, 1H), 4.61 (s, 1H), 4.56-4.44 (m, 2H), 3.90-3.65 (m, 2H), 3.62-3.52 (m, 2H), 3.50-3.38 (m, 2H), 3.19-3.05 (m, 1H), 3.01 (s, 3H), 2.72 (s, 4H), 2.58-2.42 (m, 1H), 2.26-2.11 (m, 2H), 1.69 (s, 3H), 1.96-1.07 (m, 19H), 1.04 (s, 3H), 1.02 (s, 3H), 1.02 (s, 3H), 0.97 (s, 3H), 0.95 (s, 3H).

출처 및 근거

ORD 기록
ord-4ab918c5d94249b09f6320572db78d0c
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802661B2

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