(R)-2-phenyl-2-(pyrrolidin-1-yl)acetic acid → N-(methoxycarbonyl)-3-methyl-L-valyl-N-[4-({phenyl[4-({1-[(2R)-2-phenyl-2-pyrrolidin-1-ylacetyl]-L-prolyl}amino)benzyl]amino}methyl)phenyl]-L-prolinamide

HRID 923397노트

반응식

HRID 923397 반응식
[CH3:1][C:2]([CH3:49])([CH3:48])[C@H:3]([NH:43][C:44](=[O:47])[O:45][CH3:46])[C:4](=[O:42])[N:5]1[CH2:9][CH2:8][CH2:7][C@H:6]1[C:10](=[O:41])[NH:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28]([C@@H:30]3[CH2:34][CH2:33][CH2:32][NH:31]3)=[O:29])=[CH:23][CH:22]=2)=[CH:14][CH:13]=1.[C:50]1([C@@H:56]([N:60]2[CH2:64][CH2:63][CH2:62][CH2:61]2)[C:57](O)=[O:58])[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>>[CH3:46][O:45][C:44]([NH:43][C@H:3]([C:4]([N:5]1[CH2:9][CH2:8][CH2:7][C@H:6]1[C:10]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][N:19]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([NH:27][C:28](=[O:29])[C@@H:30]3[CH2:34][CH2:33][CH2:32][N:31]3[C:57](=[O:58])[C@@H:56]([C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)[N:60]3[CH2:61][CH2:62][CH2:63][CH2:64]3)=[CH:23][CH:22]=2)=[CH:16][CH:17]=1)=[O:41])=[O:42])[C:2]([CH3:49])([CH3:48])[CH3:1])=[O:47]

참가 물질

3

반응물 2

HCID 1091376(R)-2-phenyl-2-(pyrrolidin-1-yl)acetic acidHCID 59540386Methyl (S)-3,3-dimethyl-1-oxo-1-((S)-2-(4-((phenyl(4-((S)-pyrrolidine-2-carboxamido)benzyl)amino)methyl)phenylcarbamoyl)pyrrolidin-1-yl)butan-2-ylcarbamate

생성물 1

HCID 59540240N-(methoxycarbonyl)-3-methyl-L-valyl-N-[4-({phenyl[4-({1-[(2R)-2-phenyl-2-pyrrolidin-1-ylacetyl]-L-prolyl}amino)benzyl]amino}methyl)phenyl]-L-prolinamide수율 60.4%

실험 절차

The product from Example 10A (40 mg, 0.060 mmol) and the product of Example 55A (18.4 mg, 0.090 mmol) were processed using the method described in Example 43 to afford 31 mg (60%) of the title compound. 1H NMR (500 MHz, DMSO-D6) δ ppm 9.94 (bs, 1H), 9.90 (bs, 1H), 7.46 (m, 3H), 7.41 (m, 2H), 7.27 (m, 3H), 7.15 (m, 4H), 7.02 (m, 3H), 6.61 (d, J=8.2 Hz, 2H), 6.52 (t, J=7.3 Hz, 1H), 4.55 (bs, 4H), 4.38 (m, 1H), 4.27 (m, 1H), 4.17 (m, 2H), 3.79 (m, 1H), 3.72 (m, 1H), 3.58 (m, 1H), 3.49 (s, 3H), 3.40 (m, 1H), 2.43 (m, 3H), 2.29 (m, 2H), 2.09 (m, 1H), 1.95 (m, 3H), 1.89 (m, 4H), 1.57 (m, 3H), 0.91 (s, 9H).

출처 및 근거

ORD 기록
ord-651cb57344b748bb997239ae2be4bb31
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278922B2

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