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

HRID 81877노트

반응식

[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

참가 물질

반응물 2

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

HCID 68076486HCID 68076486, 화합물

생성물 1

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

실험 절차

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.

출처 및 근거

ORD 기록: ord-cdd3c2e9c5c244dc8f868c358fdc1daa
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08846707B2

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