Diisopropylethylamine → HCID 89573439、化合物

HRID 2282909ノート

反応式

HRID 2282909 の反応式
[CH3:1][N:2]1[CH2:40][CH2:39][CH2:38][C@@:3]1([CH3:41])[C:4]([NH:6][C@H:7]([C:11]([N:13]([C@@H:15]([C@@H:34]([CH3:37])[CH2:35][CH3:36])[C@H:16]([O:32][CH3:33])[CH2:17][C:18](=[O:31])OC1C(F)=C(F)C(F)=C(F)C=1F)[CH3:14])=[O:12])[CH:8]([CH3:10])[CH3:9])=[O:5].C(N(C(C)C)CC)(C)C.Cl.[CH3:52][O:53][C@@H:54]([C@@H:60]1[CH2:64][CH2:63][CH2:62][NH:61]1)[C@@H:55]([CH3:59])[C:56]([OH:58])=[O:57]>ClCCl>[CH3:1][N:2]1[CH2:40][CH2:39][CH2:38][C@@:3]1([CH3:41])[C:4]([NH:6][C@H:7]([C:11]([N:13]([C@@H:15]([C@@H:34]([CH3:37])[CH2:35][CH3:36])[C@H:16]([O:32][CH3:33])[CH2:17][C:18]([N:61]1[CH2:62][CH2:63][CH2:64][C@H:60]1[C@H:54]([O:53][CH3:52])[C@H:55]([C:56]([OH:58])=[O:57])[CH3:59])=[O:31])[CH3:14])=[O:12])[CH:8]([CH3:9])[CH3:10])=[O:5]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 69019103HCID 69019103、化合物HCID 866857681,2-dimethyl-L-prolyl-N-[(3R,4S,5S)-3-methoxy-5-methyl-1-oxo-1-(pentafluorophenoxy)heptan-4-yl]-N-methyl-L-valinamide

生成物 1

HCID 89573439HCID 89573439、化合物収率 34.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a cooled solution (0° C.) of #204 (8.0 g, 10.77 mmol, 1 eq.) in dichloromethane (25 mL) was added dropwise diisopropylethylamine (5.6 g, 43.08 mmol, 4 eq.) followed by a solution of #103 (3.22 g, 10.77 mmol, 1 eq.) in dichloromethane (15 mL). After the addition, the mixture was stirred at room temperature for 16 hours and the solvent was removed in vacuo. The residue was purified by silica gel chromatography (Gradient: 1 to 10% methanol in dichloromethane) to give #205 (2.2 g, 33%) as a yellow solid HPLC (Protocol X): m/z 597.42 [M+H+], retention time=8.729 minutes (purity >97%), Chiral HPLC retention time: 2.87 min (purity=89%) Column: Chiralcel OD-3, 150×4.6 mm, 3 μm; Mobile phase: ethanol (0.05% diethylamine) in CO2 from 5% to 40% over 12 minutes; Flow rate: 2.5 mL/minute.

後処理

  1. additionAfter the addition
  2. customthe solvent was removed in vacuo
  3. customThe residue was purified by silica gel chromatography (Gradient: 1 to 10% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-45bb19fd0fb14030a50758f56bf56d4f
出典データセット
uspto-grants-2015_09
特許番号
US09138486B2

反応ノート

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