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 1386563노트

반응식

HRID 1386563 반응식
[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]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 86757181HCID 86757181, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-45f7a6ca4f5f4dde806c4f819fbc0b88
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265446B1

반응 노트

불러오는 중…