HCID 86612333, 화합물 → HCID 16226508, 화합물

HRID 1517632노트

반응식

HRID 1517632 반응식
[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]

참가 물질

4

반응물 1

HCID 86612333HCID 86612333, 화합물

생성물 1

HCID 16226508HCID 16226508, 화합물수율 99%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-baa4cfd95deb4324b8ed777b092b1fb5
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232309B2

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