Triethylamine → (2S,9R)-2-[(tert-Butoxycarbonyl)amino]-7-(carbobenzyloxy)-10-chloro-9-hydroxy-7-azadecanoic Acid tert-Butyl Ester

HRID 1068075ノート

反応式

HRID 1068075 の反応式
[C:1]([O:5][C:6](=[O:36])[C@@H:7]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([C:18]([O:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:19])[CH2:13][C@H:14]([OH:17])[CH2:15][Cl:16])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)[C@@H](NC(OC(C)(C)C)=O)CCCCNC[C@@H](O)CCl)(C)(C)C.ClC(OCC1C=CC=CC=1)=O.C(N(CC)CC)C>>[C:1]([O:5][C:6](=[O:36])[C@@H:7]([NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:8][CH2:9][CH2:10][CH2:11][N:12]([C:18]([O:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:19])[CH2:13][C@@H:14]([OH:17])[CH2:15][Cl:16])([CH3:4])([CH3:3])[CH3:2]

参加物

5

実験手順

According to the method described for the preparation of 13a, 12b (2.93 g, 7.42 mmol) was reacted with benzyl chloroformate (1.60 g, 9.38 mmol) and triethylamine (1.50 g, 14.81 mmol) to obtain 13b (3.35 g, 85%) as a colorless oil: 1H NMR δ 1.24-1.82 (m, 6H), 1.44 (s, 9H) 1.45 (s, 9H), 3.15-3.64 (m, 6H), 3.92 (m, 1H), 4.00 (m, 1H), 5.12 (m, 2H), 7.25-7.40 (m, 5H); 13C NMR δ 24.0, 28.3, 28.8, 32.5, 42.4, 51.3, 52.3, 55.7, 68.4, 71.0, 71.1, 80.4, 82.5, 129.0, 129.1, 129.6, 138.0, 158.1, 158.4, 173.7; HRMS m/z calcd for C26H42ClN2O7 529.2681, found 529.2691. Anal. calcd. for C26H41ClN2O7: C 59.03, H 7.81, N 5.29. Found: C 58.88, H 7.83, N 5.23. [α]23D−1.7°(c 0.98, CH3OH).

出典と根拠

ORDレコード
ord-a55b3faf10f644658769f49b06cc9689
出典データセット
uspto-grants-2001_06
特許番号
US06248866B1

反応ノート

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