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

HRID 458901ノート

反応式

HRID 458901 の反応式
[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

参加物

4

反応物 3

HCID 8028Tetrahydrofuran2 回HCID 2535334-ChlorobutyrophenoneHCID 866022599-Hydroxy-9H-fluorene-9-carboxylic acid (3R)-1-methylpyrrolidin-3-yl ester

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ba177025df364778812fcbc2e80f418b
出典データセット
uspto-grants-2007_03
特許番号
US07192978B2

反応ノート

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