Sodium Iodide → 2'-Isobutyl-4-methylvalerohydrazide

HRID 1386568ノート

反応式

HRID 1386568 の反応式
ClCCCS([N:8]([CH2:37][CH:38]([CH3:40])[CH3:39])[NH:9][C:10](=[O:36])[C@@H:11]([C@@H](C(=O)NOC1CCCCO1)C/C=C/C1C=CC=CC=1)[CH2:12][CH:13]([CH3:15])[CH3:14])(=O)=O.[I-].[Na+].C(NCC)C>C(C(C)=O)C.C(OCC)(=O)C>[CH2:37]([NH:8][NH:9][C:10](=[O:36])[CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:38]([CH3:40])[CH3:39]

参加物

6

反応物 3

HCID 5238Sodium IodideHCID 8021DiethylamineHCID 86757192(E)-2'-(3-chloropropylsulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2'-isobutyl-4-methylvalerohydrazide

生成物 1

HCID 179023992'-Isobutyl-4-methylvalerohydrazide

試薬・触媒・溶媒 2

HCID 6569Methyl Ethyl Ketone溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A solution of 0.60 g of (E)-2′-(3-chloropropylsulphonyl)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in 10 ml of methyl ethyl ketone was treated with 0.18 g of sodium iodide and 1.04 ml of diethylamine. The mixture was heated at 80° C. for 4 hours and then at 60° C. for 48 hours. The mixture was diluted with ethyl acetate, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulphate and evaporated. The residue was purified by column chromatography on silica gel using methanol/dichloromethane (1:9) for the elution to give 0.16 g of (E)-2′-[3-(diethylamino)propylsulphonyl]-2(R) -[1(S)-(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a gum.

後処理

  1. washwashed with water and saturated aqueous sodium chloride
  2. dry with materialdried over anhydrous magnesium sulphate
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel
  5. washfor the elution

出典と根拠

ORDレコード
ord-aa5eec3e35e3463bbf7efb9f8ee4d054
出典データセット
uspto-grants-2001_07
特許番号
US06265446B1

反応ノート

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