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Diisopropylethylamine → HCID 178513886, 화합물

HRID 1655739
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HRID 1655739 반응식
N[C@@H:2]([CH2:23][C:24]1[N:25]=[CH:26][NH:27][CH:28]=1)[C:3]([NH:5][C@@H](CC1CCCCC1)[C@@H](O)C[C@@H](C(C)C)C=C)=[O:4].CCN(C(C)C)C(C)C.O1CCN(NC(N[C@H](C(O)=O)CC2C=CC=CC=2)=O)CC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(#N)C>[NH:27]1[CH:28]=[C:24]([CH2:23][CH2:2][C:3]([NH2:5])=[O:4])[N:25]=[CH:26]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 54167396N-(morpholinocarbamoyl)-3-phenyl-L-alanineHCID 178456019HCID 178456019, 화합물

생성물 1

HCID 178513886HCID 178513886, 화합물

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매
2회

실험 절차

100 mg (0.52 mmol) of (S)-α-amino- N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropyl-5-hexenyl]imidazole-4-propionamide and 0.052 ml of Hunig base in 2 ml of acetonitrile were treated at room temperature with 99 mg of N-(morpholinocarbamoyl)-3-phenyl-L-alanine and 113 mg of BOP in 2 ml of acetonitrile and stirred at room temperature for 12 hours. Thereafter, the reaction solution was poured onto 1N hydrochloric acid/ice, extracted with ethyl acetate, the organic extracts were dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was chromatoqraphed on silica gel with a 10:1 mixture of methylene chloride and methanol, to obtain 130 mg (67%) of (S)-N-[(1S,2S,4S)-1-(cyclohexyl-methyl)-2-hydroxy-4-isopropyl-5 hexenyl]-α-2-[N-(morpholinocarbamoyl)-3-phenyl-L-alanyl]amino]imidazole-4-propionamide as an amorphous solid. MS: 651 (M+H)+.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialthe organic extracts were dried over sodium sulfate
  3. customthe solvent was removed under reduced pressure
  4. additionThe residue was chromatoqraphed on silica gel with a 10:1 mixture of methylene chloride and methanol

출처 및 근거

ORD 기록
ord-ec360e3ff1b444649f98fd379a247f5d
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05250517

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