Hydrochloric Acid → HCID 67777289、化合物

HRID 2405513ノート

反応式

HRID 2405513 の反応式
[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]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 67774931HCID 67774931、化合物

生成物 1

HCID 67777289HCID 67777289、化合物

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
20 °C

実験手順

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).

出典と根拠

ORDレコード
ord-4ab918c5d94249b09f6320572db78d0c
出典データセット
uspto-grants-2014_08
特許番号
US08802661B2

反応ノート

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