Diisopropylethylamine → HCID 89573439, 화합물

HRID 2282909노트

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HRID 2282909 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 89573439HCID 89573439, 화합물수율 34.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-45bb19fd0fb14030a50758f56bf56d4f
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09138486B2

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