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Acetic Acid → HCID 86759800, 화합물

HRID 965902
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인쇄 미리보기

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HRID 965902 반응식
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C@@H:7]2[CH2:11][NH:10][C@H:9]([C:12]([O:14][CH3:15])=[O:13])[CH2:8]2)=[CH:4][CH:3]=1.[O:18]1[CH2:20][CH:19]1[CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][C:30](=[O:32])[CH3:31].C(O)(=O)C>C(O)(C)(C)C>[ClH:1].[ClH:1].[C:30]([NH:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[O:22][CH2:21][CH:19]([OH:18])[CH2:20][N:10]1[CH2:11][C@@H:7]([O:6][C:5]2[CH:16]=[CH:17][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:8][C@H:9]1[C:12]([O:14][CH3:15])=[O:13])(=[O:32])[CH3:31]
참가 물질반응 조건실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 2796251N-[2-(oxiran-2-ylmethoxy)phenyl]acetamideHCID 26192764Methyl (2S,4S)-4-(4-chlorophenoxy)-2-pyrrolidinecarboxylate

생성물 2

HCID 313Hydrochloric AcidHCID 86759800HCID 86759800, 화합물수율 216.3%

시약·촉매·용매 1

HCID 6386
tert-Butanol
용매

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온도
100 °C

실험 절차

Methyl (2S,4S)-4-(4-chlorophenoxy)-2-pyrrolidinecarboxylate (370 mg, 1.0 mmol) and N-[2-(2-oxiranylmethoxy)phenyl]acetamide (207 mg, 1.0 mmol) dissolved in tert-butanol (7 ml) was stirred in a sealed vial at 100° C. over night. Workup of the crude material by flash chromatography on silica (DCM/MeOH 100/2), acidification of the appropriate fractions with 1M HCl and lyophilization from acetic acid afforded the subtitled compound as a white amorphous solid (360 mg, 72%). The substance is a diastereomeric mixture.

출처 및 근거

ORD 기록
ord-b48b9e2c0f734535bf7708ccdc260e28
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06951874B2

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