2-(2,2,2-Trifluoro-N-Methylacetamido)Acetic Acid → Benzyl 2-(Benzyloxy)-4-(N-(4-Cyclohexylbenzyl)-2-(2,2,2-Trifluoro-N-Methylacetamido) Acetamido)Benzoate

反応式

[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([NH:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[CH:29][CH:28]=2)[CH:22]=[CH:21][C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:39][C:40]([F:50])([F:49])[C:41]([N:43]([CH2:45][C:46](O)=[O:47])[CH3:44])=[O:42]>>[CH2:1]([O:8][C:9]1[CH:24]=[C:23]([N:25]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([CH:33]3[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]3)=[CH:31][CH:32]=2)[C:46](=[O:47])[CH2:45][N:43]([CH3:44])[C:41](=[O:42])[C:40]([F:49])([F:50])[F:39])[CH:22]=[CH:21][C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

反応物 2

HCID 2619482-(2,2,2-Trifluoro-N-Methylacetamido)Acetic Acid

HCID 68076486HCID 68076486、化合物

生成物 1

HCID 86694679Benzyl 2-(Benzyloxy)-4-(N-(4-Cyclohexylbenzyl)-2-(2,2,2-Trifluoro-N-Methylacetamido) Acetamido)Benzoate収率 97%

実験手順

Secondary aniline 4 was coupled to carboxylic acid 44 on a 3.17 mmol scale via General Procedure B to furnish 45 (2.07 g, 97%): δH (400 MHz, CDCl3) 1.35-1.44 (m, 5H, [Cy] CH2), 1.71-1.90 (m, 6H, [Cy] CH2), 3.17 (s, 3H, CH3), 3.79 (s, 2H, CH2), 4.84 (s, 2H, CH2), 4.97 (s, 2H, CH2), 5.35 (s, 2H, CH2), 6.65 (s, 1H, CH), 6.78 (dd, J=8.4 and 1.6 Hz, 1H, CH), 7.10-7.19 (m, 4H, CH), 7.29-7.43 (m, 10H, CH), 7.86 (d, J=8.4 Hz, 1H, CH); δC (100 MHz, CDCl3) 25.8, 26.6, 34.2, 44.0, 51.2, 52.6, 66.7, 70.4, 77.2, 113.9, 115.0, 117.6, 119.8, 126.8, 126.9, 127.7, 128.0, 128.3, 128.3, 128.4, 128.6, 132.9, 133.6, 135.5, 135.6, 144.6, 147.5, 157.0, 158.4, 165.1, 165.4; LRMS (ES+) calcd for [C39H39F3N2O5+Na] 695.27. found 695.36.

出典と根拠

ORDレコード: ord-cdd3c2e9c5c244dc8f868c358fdc1daa
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08846707B2

反応ノート

読み込み中…