HCID 86612333、化合物 → HCID 16226508、化合物

HRID 1517632ノート

反応式

HRID 1517632 の反応式
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C@H:10]([NH:14][C:15]([NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]3[C:19]=1[CH:20]=[N:21][N:22]3[C:27]([O:29][CH2:30][P:31]([O:41]CC1C=CC=CC=1)([O:33]CC1C=CC=CC=1)=[O:32])=[O:28])=[O:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2]>[OH-].[OH-].[Pd+2].CO>[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C@H:10]([NH:14][C:15]([NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[C:23]3[C:19]=1[CH:20]=[N:21][N:22]3[C:27]([O:29][CH2:30][P:31](=[O:32])([OH:41])[OH:33])=[O:28])=[O:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 1

HCID 86612333HCID 86612333、化合物

生成物 1

HCID 16226508HCID 16226508、化合物収率 99%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

1.5 g (2.25 mmol) of the compound from Example 21C was added to a mixture of 0.3 g 20% Pd(OH)2/C and 150 mL methanol in a stainless steel autoclave. The reactor was sealed and flushed with nitrogen, and then it was pressurized with hydrogen (60 psi). The mixture was stirred at ambient temperature for 90 minutes. Product precipitated, added 150 mL tetrahydrofuran to redissolve, catalyst was filtered off, washed with methanol and tetrahydrofuran, and the filtrate was concentrated to provide 1.08 g (99%) of the title compound. MS (ESI) m/z: 485.21 [M−H]− 1H NMR (DMSO-d6) δ: 1.28 (s, 9H), 1.81-1.88 (m, 1H), 2.42-2.48 (m, 1H), 2.79-2.87 (m, 1H), 2.91-3.01 (m, 1H), 4.56 (d, 2H), 5.16 (q, 1H), 6.69 (d, 1H), 7.27 (s, 2H), 7.31 (s, 1H), 7.50 (t, 1H), 7.72 (d, 1H), 7.89 (d, 1H), 8.43 (s, 1H), 8.85 (s, 1H).

後処理

  1. customThe reactor was sealed
  2. customflushed with nitrogen
  3. customProduct precipitated
  4. additionadded 150 mL tetrahydrofuran
  5. dissolutionto redissolve
  6. filtrationcatalyst was filtered off
  7. washwashed with methanol and tetrahydrofuran
  8. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-baa4cfd95deb4324b8ed777b092b1fb5
出典データセット
uspto-grants-2012_07
特許番号
US08232309B2

反応ノート

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