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HCID 86723607, 화합물 → HCID 86723608, 화합물

HRID 590673
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HRID 590673 반응식
[CH3:1][O:2][C:3]([NH:5][C@@H:6]([C@@H:27]([CH3:30])[CH2:28][CH3:29])[C:7]([N:9]1[C@H:13]([C:14]([O:16]CC2C=CC=CC=2)=[O:15])[CH2:12][C@@H:11]2[CH2:24][CH2:25][CH2:26][C@H:10]12)=[O:8])=[O:4]>[Pd].C(O)C>[CH3:1][O:2][C:3]([NH:5][C@@H:6]([C@@H:27]([CH3:30])[CH2:28][CH3:29])[C:7]([N:9]1[C@H:13]([C:14]([OH:16])=[O:15])[CH2:12][C@@H:11]2[CH2:24][CH2:25][CH2:26][C@H:10]12)=[O:8])=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 86723607HCID 86723607, 화합물

생성물 1

HCID 86723608HCID 86723608, 화합물수율 117.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a 250 mL round bottom flask charged with a stirbar and (2S,3aS,6aS)-benzyl 1-((2S,3S)-2-(methoxycarbonylamino)-3-methylpentanoyl)octahydrocyclopenta[b]pyrrole-2-carboxylate (19.53 g crude, assumed 35.49 mmol) was added 10% Palladium on carbon (3.55 g). Ethanol was poured over the mixture and the reaction mixture was evacuated and flushed with hydrogen gas three times. The suspension was stirred at room temperature under and atmosphere of hydrogen for 3 days. Upon completion, the reaction mixture was filtered through celite and concentrated to give (2S,3aS,6aS)-1-((2S,3S)-2-(methoxycarbonylamino)-3-methylpentanoyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid (13.65 g, >99%). LCMS-ESI+ calc'd for C16H26N2O5: 327.18. Found: 327.13.

후처리

  1. customthe reaction mixture was evacuated
  2. customflushed with hydrogen gas three times
  3. filtrationUpon completion, the reaction mixture was filtered through celite and
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-da7dfc8c5b694ab8b1f416ae94913592
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09233974B2

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