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Methanol → HCID 60207251, 화합물

HRID 1392581
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HRID 1392581 반응식
CO.[C:3]([O:7][C:8]([NH:10][C@@H:11]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35]CC2C=CC=CC=2)=[C:31]([O:43]CC2C=CC=CC=2)[CH:30]=1)[C:12]([O:14][C@H:15]([CH3:27])[C@H:16]([O:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:20])[CH3:17])=[O:13])=[O:9])([CH3:6])([CH3:5])[CH3:4]>O1CCCC1.[Pd]>[OH:43][C:31]1[CH:30]=[C:29]([CH2:28][C@H:11]([NH:10][C:8]([O:7][C:3]([CH3:5])([CH3:4])[CH3:6])=[O:9])[C:12]([O:14][C@H:15]([CH3:27])[C@H:16]([O:18][C:19]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:20])[CH3:17])=[O:13])[CH:34]=[CH:33][C:32]=1[OH:35]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 887MethanolHCID 60207250HCID 60207250, 화합물

생성물 1

HCID 60207251HCID 60207251, 화합물수율 97.5%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

200 mg of 10% Pd—C pre-mixed with 10 mL of methanol was added to a solution of (1R,2R)-1-methyl-2-phenylcarbonyloxypropyl (2S)-2-[(tert-butoxy)carbonylamino]-3-[3,4-bis(phenylmethoxy)phenyl]propanoate (2.6 g, 3.9 mmol) in 40 mL of tetrahydrofuran under a nitrogen atmosphere. The resulting mixture was stirred under hydrogen at room temperature for 2 hrs. After filtration and washing with methanol, the filtrate was concentrated and chromatography (silica gel, 30% ethyl acetate in hexane) of the residue afforded 1.8 g (95%) of (1R,2R)-1-Methyl-2-phenylcarbonyloxypropyl (2S)-3-(3,4-dihydroxyphenyl)-2-[(tert-butoxy)carbonylamino]propanoate. MS (ESI) m/z 474.31 (M+H)+ and 472.18 (M−H)−.

후처리

  1. filtrationAfter filtration
  2. washwashing with methanol
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-9a4cfbccd8bc4da9af78df686b376d53
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07342131B2

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