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Methylamine → (2R, 4S, 5S)-5-{N-[2(R)-Benzyl-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2,N-dimethylhexanamide

HRID 1768845
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HRID 1768845 반응식
[CH2:1]([C@H:8]([CH2:37][C:38]([N:40]1[CH2:45][CH2:44][O:43][CH2:42][CH2:41]1)=[O:39])[C:9]([NH:11][C@H:12]([C:19]([NH:21][C@H:22]([C@H:30]1[O:34][C:33](=[O:35])[C@H:32]([CH3:36])[CH2:31]1)[CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:20])[CH2:13][C:14]1[N:15]=[CH:16][S:17][CH:18]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:46][NH2:47]>CO>[CH2:1]([C@H:8]([CH2:37][C:38]([N:40]1[CH2:41][CH2:42][O:43][CH2:44][CH2:45]1)=[O:39])[C:9]([NH:11][C@H:12]([C:19]([NH:21][C@@H:22]([CH2:23][CH:24]1[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]1)[C@@H:30]([OH:34])[CH2:31][C@@H:32]([CH3:36])[C:33]([NH:47][CH3:46])=[O:35])=[O:20])[CH2:13][C:14]1[N:15]=[CH:16][S:17][CH:18]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 6329MethylamineHCID 86748372(3R, 5S)-5-[(1S)-1-{N-[2(R)-Benzyl-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-2-cyclohexylethyl]-3-methyldihydrofuran-2(3H)-one

생성물 1

HCID 15045748(2R, 4S, 5S)-5-{N-[2(R)-Benzyl-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2,N-dimethylhexanamide

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 200 mg (0.313 mmole) of (3R, 5S)-5-[(1S)-1{N-[2(R)-benzyl-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-2-cyclohexylethyl]-3-methyldihydrofuran-2(3H) -one [prepared as described in Preparation 21(a) above] in 2 ml of methanol was added, whilst ice-cooling, to 2.5 ml of a 40% by volume methanolic solution of methylamine, and the mixture was allowed to stand at room temperature for 1 hour. At the end of this time, any excess of the methylamine and the methanol were removed by distillation under reduced pressure. The resulting residue was dissolved in 4 ml of ethyl acetate, and the solution was allowed to stand overnight at room temperature to deposit crystals. These were collected by filtration to afford 150 mg of the title compound as white crystals, melting at 130°-132° C.

후처리

  1. customAt the end of this time, any excess of the methylamine and the methanol were removed by distillation under reduced pressure
  2. dissolutionThe resulting residue was dissolved in 4 ml of ethyl acetate
  3. waitto stand overnight at room temperature
  4. filtrationThese were collected by filtration

출처 및 근거

ORD 기록
ord-26e6974768404754852a057a1cc693ad
출처 데이터셋
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05378689

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