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2,2,2-Trifluoroethanol → HCID 513929, 화합물

HRID 987943
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HRID 987943 반응식
[NH2:1][C@@H:2]([CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][C@H:9]([N:12]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:10][OH:11])=[O:4].[F:38][C:39]([F:53])([F:52])[CH2:40][O:41][C:42](=O)[O:43]N1C(=O)CCC1=O.FC(F)(F)CO.C1C(=O)N(OC(ON2C(=O)CCC2=O)=O)C(=O)C1>C([O-])([O-])=O.[K+].[K+].C1COCC1.C(OCC)(=O)C.C(N(CC)CC)C>[F:38][C:39]([F:53])([F:52])[CH2:40][O:41][C:42](=[O:43])[NH:1][C@H:2]([C:3](=[O:4])[NH:5][CH2:6][CH2:7][CH2:8][C@H:9]([N:12]([S:17]([C:20]1[CH:21]=[CH:22][C:23]([NH2:26])=[CH:24][CH:25]=1)(=[O:19])=[O:18])[CH2:13][CH:14]([CH3:16])[CH3:15])[CH2:10][OH:11])[CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 64092,2,2-TrifluoroethanolHCID 513930HCID 513930, 화합물HCID 676246Di(succinimido) carbonateHCID 85873330HCID 85873330, 화합물

생성물 1

HCID 513929HCID 513929, 화합물

시약·촉매·용매 4

HCID 8028Tetrahydrofuran용매2회
HCID 8471Triethylamine용매
HCID 8857Ethyl Acetate용매
HCID 11430Potassium Carbonate용매

실험 절차

To a stirred solution of (2S,4S)-2-amino-N-{4-[(4-amino-benzenesulfonyl)-isobutyl-amino]-5-hydroxy-pentyl}-3-naphthalen-1-yl-propionamide (0.09 g, 0.17 mmol, product of example 8) in K2CO3 1M (3 mL) and THF (1 mL) was added carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester 2,2,2-trifluoroethyl ester (0.05 g, 0.20 mmol), prepared from 2,2,2-trifluoroethanol, N,N′-disuccinimidyl carbonate and triethylamine in tetrahydrofuran. The mixture was stirred to room temperature for 24 h. Ethyl acetate was added and the organic layer was washed with water, then dried with MgSO4 and concentrated. The residue was purified by flash chromatography eluting with a mixture of hexane/EtOAc. The yield obtained was 10%.

후처리

  1. washthe organic layer was washed with water
  2. dry with materialdried with MgSO4
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography
  5. washeluting with a mixture of hexane/EtOAc
  6. customThe yield obtained

출처 및 근거

ORD 기록
ord-b1446caa3194486b8ed22a52c23c1357
출처 데이터셋
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06632816B1

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