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(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acid → [2-(3(R,S)-{4-[3-(5-Chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenylcarbamoyl}-morpholin-4-yl)-2-oxo-1(R)-phenyl-ethyl]-carbamic acid tert-butyl ester

HRID 2075764
ノート
印刷プレビュー

反応式

HRID 2075764 の反応式
[C:1]([O:5][C:6](=[O:50])[NH:7][C@H:8]([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:9]([N:11]1[CH2:16][CH2:15]C[CH2:13][C@H:12]1[C:17](=[O:43])[NH:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]#[C:26][C:27]2[C:28]([C:35]3[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:36]=3[OH:42])=[N:29][N:30]([CH2:32][CH2:33][OH:34])[CH:31]=2)=[CH:21][CH:20]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].ClC1C=CC(O)=C(C2C(C#CC3C=CC(NC(C4COCCN4)=[O:73])=CC=3)=CN(CCO)N=2)C=1.N(C(OC(C)(C)C)=O)[C@@H](C(O)=O)C1C=CC=CC=1>>[C:1]([O:5][C:6](=[O:50])[NH:7][C@H:8]([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:9]([N:11]1[CH2:16][CH2:15][O:73][CH2:13][CH:12]1[C:17](=[O:43])[NH:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]#[C:26][C:27]2[C:28]([C:35]3[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:36]=3[OH:42])=[N:29][N:30]([CH2:32][CH2:33][OH:34])[CH:31]=2)=[CH:23][CH:24]=1)=[O:10])([CH3:3])([CH3:2])[CH3:4]
参加物実験手順出典と根拠反応ノート

参加物

4

反応物 3

HCID 2755953(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetic acidHCID 135974992[2-(2(S)-{4-[3-(5-Chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenylcarbamoyl}-piperidin-1-yl)-2-oxo-1(R)-phenyl-ethyl]-carbamic acid tert-butyl esterHCID 135975008HCID 135975008、化合物

生成物 1

HCID 135975022
[2-(3(R,S)-{4-[3-(5-Chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenylcarbamoyl}-morpholin-4-yl)-2-oxo-1(R)-phenyl-ethyl]-carbamic acid tert-butyl ester

実験手順

Using the same procedure for the preparation of 12A, reaction of compound 17A with BOC-D-Phg-OH (11A) afforded the title compound 18A, which was purified by silica column chromatography eluting with dichloromethane/acetone (5/1, 4/1, 3/1) to give pure 18A as white powder in similar yield. 1H NMR (CDCl3, 500 MHz) δ 10.677 and 10.668 (both s, total 1H), 9.39 and 8.70 and 8.64 (all s, total 2H), 7.88 (m, 2H), 7.79 and 7.77 (both s, total 1H), 7.56 (m, 2H), 7.43 (m, 5H), 7.19 (d, 1H, J=8.5 Hz), 6.95 (d, 1H, J=8.0 Hz), 5.98 and 5.72 and 5.48 and 5.41 (all d, total 2H, J=6.5-7.5 Hz), 5.28 and 5.13 (both s, total 1H), 4.78 (d, 0.5H, J=12.0 Hz), 4.63 (m, 0.5H), 4.29 (m, 2H), 4.03 (m, 2H), 3.83 and 3.63 and 3.42 and 3.17 and 3.04 (all m, total 5H), 1.94 (s, 1H, 1.51 and 1.45 (both s, total 9H). LCMS (ESI) m/z 722.20 (MNa+), 700.21 (MH+), 644.13 (100), 600.14, 354.07. HPLC: tR=5.18 min.

出典と根拠

ORDレコード
ord-151da276bcff4af3a5f80f46b1d4fa97
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07923004B2

反応ノート

読み込み中…

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