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Water → (6R,7R)-4-(tert-butoxycarbonyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-7-carboxylic acid

HRID 1022806
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HRID 1022806 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C@H:9]2[C@H:15]([CH2:16][OH:17])[O:14][CH2:13][CH2:12][N:11]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].I([O-])(=O)(=O)=[O:26].[Na+].C(OCC)(=O)C.O>C(#N)C.[Ru](Cl)(Cl)Cl>[C:21]([O:20][C:18]([N:11]1[CH2:10][C@@H:9]([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[C@H:15]([C:16]([OH:26])=[O:17])[O:14][CH2:13][CH2:12]1)=[O:19])([CH3:24])([CH3:23])[CH3:22]
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참가 물질

7

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 23667635Sodium periodateHCID 66975324tert-butyl (6R,7R)-6-(3,4-dichlorophenyl)-7-(hydroxymethyl)-1,4-oxazepane-4-carboxylate

생성물 1

HCID 66976870(6R,7R)-4-(tert-butoxycarbonyl)-6-(3,4-dichlorophenyl)-1,4-oxazepane-7-carboxylic acid수율 10%

시약·촉매·용매 2

HCID 61850
Ruthenium trichloride
촉매
HCID 6342Acetonitrile용매

실험 절차

To a mixed solution of tert-butyl (6R,7R)-6-(3,4-dichlorophenyl)-7-(hydroxymethyl)-1,4-oxazepane-4-carboxylate (3.0 g) and sodium periodate (3.41 g) in acetonitrile (16 mL)/ethyl acetate (16 mL)/water (24 mL) was added ruthenium (III) chloride (17 mg), and the mixture was stirred at room temperature for 10 min. The solid was filtered off through celite, and the filtrate was concentrated. The residue was crystallized from ethyl acetate to give the title compound (311 mg) as a colorless amorphous powder.

후처리

  1. filtrationThe solid was filtered off through celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-644a2a9344b54ffca1346abd0c67eccd
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08722662B2

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