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

HRID 618147ノート

反応式

HRID 618147 の反応式
[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]

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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. After 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.

後処理

  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

出典と根拠

ORDレコード
ord-aa67172fd43e40c89d1521f6d963e30c
出典データセット
uspto-grants-1999_09
特許番号
US05952306

反応ノート

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