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Tetrahydrofuran → tert-butyl ((2S)-1-((2-(4-hydroxyphenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate

HRID 2277338
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HRID 2277338 반응식
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][C:17]3[CH:22]=[C:21]([O:23][CH2:24][C@@H:25]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[CH3:26])[N:20]=[CH:19][C:18]=3[N:35]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C1COCC1>[Pd].CN(C=O)C>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][C:17]3[CH:22]=[C:21]([O:23][CH2:24][C@@H:25]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:32])([CH3:31])[CH3:33])[CH3:26])[N:20]=[CH:19][C:18]=3[N:35]=2)=[CH:11][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 86731321tert-butyl ((2S)-1-((2-(4-(benzyloxy)phenyl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate

생성물 1

HCID 136341411tert-butyl ((2S)-1-((2-(4-hydroxyphenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate수율 71.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228
Dimethylformamide
용매

실험 절차

A mixture of tert-butyl ((2S)-1-((2-(4-(benzyloxy)phenyl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)carbamate (2.5 g), 10% palladium/carbon (containing water (50%), 0.5 g), THF (200 mL) and DMF (50 mL) was stirred for 15 hr under a hydrogen atmosphere. The catalyst was removed by filtration, and the obtained filtrate was concentrated under reduced pressure. The obtained solid was collected by filtration, washed with hexane/ethyl acetate (4/1), dried to give the title compound (1.45 g).

후처리

  1. customThe catalyst was removed by filtration
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. filtrationThe obtained solid was collected by filtration
  4. washwashed with hexane/ethyl acetate (4/1)
  5. customdried

출처 및 근거

ORD 기록
ord-0234e7209f6f4b2da69023dc5a3ea261
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133129B2

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