Tetrahydrofuran → (3R,5S)-7-Chloro-5-(2-chlorophenyl)-3-(2-hydroxyethyl)-1-neopentyl-1,2,3,5-tetrahydro-4,1-benzoxazepine

HRID 1940207

反応式

HRID 1940207 の反応式
O1CCCC1.[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:16]([CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C:15](=O)[C@@H:14]([CH2:23][C:24](O)=[O:25])[O:13][C@H:12]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:11]=2[CH:34]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-]>O>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:16]([CH2:17][C:18]([CH3:20])([CH3:21])[CH3:19])[CH2:15][C@@H:14]([CH2:23][CH2:24][OH:25])[O:13][C@H:12]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[C:11]=2[CH:34]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 10048630trans-7-Chloro-5-(2-chlorophenyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 53790172(3R,5S)-7-Chloro-5-(2-chlorophenyl)-3-(2-hydroxyethyl)-1-neopentyl-1,2,3,5-tetrahydro-4,1-benzoxazepine収率 88.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To tetrahydrofuran (20 ml) were added (3R,5S)-7-Chloro-5-(2-chlorophenyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid (2 g) and aluminum lithium hydride (0.4 g). The mixture was heated for 6 hours under reflux, to which was added water. Insolubles were then filtered off. The filtrate was concentrated, which was purified by means of a silica gel column chromatography (hexane:acetic acid ethyl ester=2:1 v/v as an eluent) to give 1.65 g of non-crystalline solid matter.

後処理

  1. temperatureThe mixture was heated for 6 hours
  2. temperatureunder reflux, to which
  3. filtrationInsolubles were then filtered off
  4. concentrationThe filtrate was concentrated
  5. customwhich was purified by means of a silica gel column chromatography (hexane

出典と根拠

ORDレコード
ord-47d32c717fcd4e328951d12ee3b810c4
出典データセット
uspto-grants-1997_12
特許番号
US05698691

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