Hydrazine hydrate (1:1) → (E)-2'-(2-aminoethanesulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2'-isobutyl-4-methylvalerohydrazide

HRID 1386563ノート

反応式

HRID 1386563 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][NH:8][C:9]([C@H:11]([C@@H:21]([CH2:48][CH:49]([CH3:51])[CH3:50])[C:22]([NH:24][N:25]([CH2:44][CH:45]([CH3:47])[CH3:46])[S:26]([C:29](=O)[CH2:30][N:31]1C(=O)C2C(=O)C=CC=C2C1=O)(=[O:28])=[O:27])=[O:23])[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:10].O.NN>C(O)C>[NH2:31][CH2:30][CH2:29][S:26]([N:25]([CH2:44][CH:45]([CH3:47])[CH3:46])[NH:24][C:22](=[O:23])[C@@H:21]([C@@H:11]([C:9](=[O:10])[NH:8][O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][O:1]1)[CH2:12]/[CH:13]=[CH:14]/[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:48][CH:49]([CH3:51])[CH3:50])(=[O:28])=[O:27]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 86757181HCID 86757181、化合物

生成物 1

HCID 86757180(E)-2'-(2-aminoethanesulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2'-isobutyl-4-methylvalerohydrazide収率 72.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 0.46 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-2′-(1,3-dioxo-2-phthalimidoethansulphonyl)-4-methylvalerohydrazide in 10 ml of ethanol was treated with 4.5 ml of hydrazine hydrate and stirred at room temperature for 2 hours. Evaporation gave a residue which was triturated with ethyl acetate and filtered. The filtrate was washed with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulphate. The residue was purified by column chromatography on silica gel using methanol/dichloromethane (5:95) for the elution to give 0.26 g of (E)-2′-(2-aminoethanesulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a pale yellow gum.

後処理

  1. customEvaporation
  2. customgave a residue which
  3. customwas triturated with ethyl acetate
  4. filtrationfiltered
  5. washThe filtrate was washed with water and saturated aqueous sodium chloride
  6. dry with materialdried over anhydrous magnesium sulphate
  7. customThe residue was purified by column chromatography on silica gel
  8. washfor the elution

出典と根拠

ORDレコード
ord-45f7a6ca4f5f4dde806c4f819fbc0b88
出典データセット
uspto-grants-2001_07
特許番号
US06265446B1

反応ノート

読み込み中…