Tetrahydrofuran → (3R)-3-{[(9-hydroxy-9H-fluoren-9-yl)carbonyl]oxy}-1-methyl-1-(4-oxo-4-phenylbutyl)pyrrolidinium formate

HRID 458901노트

반응식

HRID 458901 반응식
[CH3:1][N:2]1[CH2:6][CH2:5][C@@H:4]([O:7][C:8]([C:10]2([OH:23])[C:22]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:16]3[C:11]2=[CH:12][CH:13]=[CH:14][CH:15]=3)=[O:9])[CH2:3]1.ClC[CH2:26][CH2:27][C:28]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:29].[CH2:36]1COCC1>>[CH:8]([O-:9])=[O:7].[OH:23][C:10]1([C:8]([O:7][C@@H:4]2[CH2:5][CH2:6][N+:2]([CH3:36])([CH2:1][CH2:26][CH2:27][C:28](=[O:29])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:3]2)=[O:9])[C:22]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2

참가 물질

4

반응물 3

HCID 8028Tetrahydrofuran2회HCID 2535334-ChlorobutyrophenoneHCID 866022599-Hydroxy-9H-fluorene-9-carboxylic acid (3R)-1-methylpyrrolidin-3-yl ester

생성물 1

HCID 69480233(3R)-3-{[(9-hydroxy-9H-fluoren-9-yl)carbonyl]oxy}-1-methyl-1-(4-oxo-4-phenylbutyl)pyrrolidinium formate수율 7%

실험 절차

0.575 g (1.858 mmol) of 9-Hydroxy-9H-fluorene-9-carboxylic acid (3R)-1-methylpyrrolidin-3-yl ester (Intermediate I-10) and 1.018 g (5.576 mmol) of 4-chloro-1-phenylbutan-1-one in 6 ml of THF were refluxed for 20 days. After this time THF was poured off, and the residue was washed with THF in order to eliminate the alkylating agent. The product obtained (234 mg) was purified by preparative HPLC-MS to give 65 mg (7%) of the title compound (mixture of two stereoisomers) as a formate.

후처리

  1. washthe residue was washed with THF in order
  2. customThe product obtained (234 mg)
  3. customwas purified by preparative HPLC-MS

출처 및 근거

ORD 기록
ord-ba177025df364778812fcbc2e80f418b
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07192978B2

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