Ethylmorpholine → 2'-Isobutyl-4-methylvalerohydrazide

HRID 1979208노트

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HRID 1979208 반응식
C(N[C@H](C(O)=O)C)(=O)C.C(N1CCOCC1)C.ClC(OCC(C)C)=O.O1CCCCC1ONC([C@H]([C@@H:46]([CH2:55][CH:56]([CH3:58])[CH3:57])[C:47]([NH:49][NH:50][CH2:51][CH:52]([CH3:54])[CH3:53])=[O:48])C/C=C/C1C=CC=CC=1)=O>O1CCCC1.C(OCC)(=O)C>[CH2:51]([NH:50][NH:49][C:47](=[O:48])[CH2:46][CH2:55][CH:56]([CH3:58])[CH3:57])[CH:52]([CH3:54])[CH3:53]

참가 물질

7

반응물 4

HCID 7525EthylmorpholineHCID 62365Isobutyl chloroformateHCID 88064N-Acetyl-L-alanineHCID 86756879(E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)-carbamoyl]-4-phenyl-3-butenyl]-2'-isobutyl-4-methylvalerohydrazide

생성물 1

HCID 179023992'-Isobutyl-4-methylvalerohydrazide

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

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온도
10 °C

실험 절차

A solution of 0.144 g of N-acetyl-L-alanine in 10 ml tetrahydrofuran was cooled to −10° C. and treated with 0.140 ml of N-ethylmorpholine and 0.143 ml of isobutyl chloroformate. The mixture was stirred for a further 10 minutes at 10° C. and then treated with 0.459 g of (E)-2(R)-[1(S)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide. The mixture was allowed to warm to 0° C. and stirring was continued for 1.5 hours. The mixture was then diluted with ethyl acetate and washed in sequence with 5% aqueous citric acid, 5% aqueous sodium hydrogen carbonate and brine. Drying over magnesium sulphate and evaporation gave 0.601 g of (E)-2′-(N-acetyl-L-alanyl)-2(R)-[1(S)-(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a white solid.

후처리

  1. temperatureto warm to 0° C.
  2. stirringstirring
  3. waitwas continued for 1.5 hours
  4. washwashed in sequence with 5% aqueous citric acid, 5% aqueous sodium hydrogen carbonate and brine
  5. dry with materialDrying over magnesium sulphate and evaporation

출처 및 근거

ORD 기록
ord-7af4cba39412418bbcbe6c73fcc93180
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06239151B1

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