tert-butyl ((1S)-1-(oxiran-2-yl)-2-phenylethyl)carbamate → (2R,3S)-1-((1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-phenylbutan-2-ol

HRID 501738

反応式

HRID 501738 の反応式
[CH2:1]([O:4][C@H:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][CH2:16][CH3:17])=[CH:11][CH:12]=2)[C@@H:7]([NH2:18])[CH2:6]1)[CH:2]=[CH2:3].C(OC(=O)[NH:25][C@H:26]([CH:34]1[CH2:36][O:35]1)[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)(C)(C)C>>[CH2:1]([O:4][C@H:5]1[C:13]2[C:8](=[CH:9][C:10]([O:14][CH2:15][CH2:16][CH3:17])=[CH:11][CH:12]=2)[C@@H:7]([NH:18][CH2:36][C@@H:34]([OH:35])[C@@H:26]([NH2:25])[CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:6]1)[CH:2]=[CH2:3]

参加物

3

反応物 2

HCID 9816717tert-butyl ((1S)-1-(oxiran-2-yl)-2-phenylethyl)carbamateHCID 59423826(1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine2 回

生成物 1

HCID 59423714(2R,3S)-1-((1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-phenylbutan-2-ol

実験手順

Step AZ (1): (2R,3S)-1-((1S,3R)-3-(Allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-phenylbutan-2-ol (590 mg) was prepared from (1S,3R)-3-(allyloxy)-6-propoxy-2,3-dihydro-1H-inden-1-amine (1.2 g, 4.9 mmol, from Step AY (1)) and (S)-(1-oxiranyl-2-phenylethyl)-carbamic acid tert-butyl ester in three steps and 30% overall yield using procedures analogous to the Steps AW (1-3). LC-MS (M+H)+=411.19. 1H NMR (300 MHz, CDCl3) δ 0.9-1.0 (t, 3H) 1.7-1.9 (m, 2H) 2.0-2.2 (m, 1H) 2.4-2.6 (m, 2H) 2.7-3.0 (m, 3H) 3.1-3.2 (m, 1H) 3.8-4.1 (m, 5H) 4.2-4.4 (m, 1H) 4.6-4.8 (m, 1H) 5.1-5.3 (m, 2H) 5.7-5.9 (m, 1H) 6.9-7.0 (m, 1H) 7.0-7.3 (m, 7H).

後処理

  1. customoverall yield

出典と根拠

ORDレコード
ord-83bd8dc6e0cc4b9b9539646d41ae2890
出典データセット
uspto-grants-2010_08
特許番号
US07772221B2

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