4-Methylmorpholine → 4-(2-Boc-aminopyridin-6-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl ester

HRID 1597625노트

반응식

HRID 1597625 반응식
[C:1]([C:8]1[C:13]([NH2:14])=[CH:12][CH:11]=[C:10]([CH2:15][CH2:16][CH2:17][C:18]([OH:20])=O)[N:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:21]([O:25][C:26](=[O:44])[C@@H:27]([NH:34][S:35]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)(=[O:37])=[O:36])[CH2:28][NH:29][C:30](=[O:33])[CH2:31][NH2:32])([CH3:24])([CH3:23])[CH3:22].CN1CCOCC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C>[C:21]([O:25][C:26](=[O:44])[C@@H:27]([NH:34][S:35]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)(=[O:37])=[O:36])[CH2:28][NH:29][C:30](=[O:33])[CH2:31][NH:32][C:18](=[O:20])[CH2:17][CH2:16][CH2:15][C:10]1[N:9]=[C:8]([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[C:13]([NH2:14])=[CH:12][CH:11]=1)([CH3:24])([CH3:22])[CH3:23]

참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 700727364-(2-Boc-aminopyridin-6-yl)butanoic acidHCID 86754467Glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl ester

생성물 1

HCID 867544764-(2-Boc-aminopyridin-6-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Acid 5-5 (144 mg, 0.51 mmol), amine 5-7 (202 mg, 0.56 mmol), NMM (226 μL, 2.1 mmol) and BOP (241 mg, 0.77 mmol) were combined in 2.6 mL DMF. Mter stirring overnight the solvent was evaporated, the residue was dissolved in EtOAc, washed with water, sat. NaHCO3, 5% KHSO4, and brine, dried (MgSO4), filtered and concentrated. Flash chromatography (silica, 10% CHCl3/EtOAc) provided 5-8 as an off-white glass.

후처리

  1. customwas evaporated
  2. dissolutionthe residue was dissolved in EtOAc
  3. washwashed with water, sat. NaHCO3, 5% KHSO4, and brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-87f7518d5bda45f5b29085654c5d319b
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294549B1

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