Methanol → HCID 86704363, 화합물

HRID 573535

반응식

HRID 573535 반응식
CO.[CH:3]([C@@H:5]1[C@@H:14]2[C@@H:8]([O:9][CH2:10][C@@H:11]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH:21](C)C)=[O:19])[CH2:12][CH2:13]2)[CH2:7][C@H:6]1[O:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][O:26]1)=O.[C:31](=O)([O-])[O-].[K+].[K+].C/C(/[O-])=C(/P(OC)(OC)=O)\[N+]#N>C(OCC)(=O)C>[C:3]([C@@H:5]1[C@@H:14]2[C@@H:8]([O:9][CH2:10][C@@H:11]([CH2:15][CH2:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH2:12][CH2:13]2)[CH2:7][C@H:6]1[O:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][O:26]1)#[CH:31]

참가 물질

6

반응물 4

HCID 887MethanolHCID 11430Potassium Carbonate2회HCID 866653202-Propanyl 4-[(3S,5aR,6R,7R,8aS)-6-formyl-7-(tetrahydro-2H-pyran-2-yloxy)octahydro-2H-cyclopenta[b]oxepin-3-yl]butanoateHCID 178502985HCID 178502985, 화합물2회

생성물 1

HCID 86704363HCID 86704363, 화합물수율 28.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a methanol solution (2.3 mL) of the compound (180 mg) produced in Example 13, potassium carbonate (94 mg) and a Bestmann reagent (dimethyl-1-diazo-2-oxopropyl phosphonate) (105 mg) were added, followed by stirring at room temperature for 6 hours. Further, potassium carbonate (47 mg) and the Bestmann reagent (53 mg) were added, followed by stirring at room temperature overnight. The reaction mixture was cooled to 0° C.; diluted with ethyl acetate; and then separated by adding water. The organic layer was washed with water and a saturated saline; dried with magnesium sulfate; then filtered; and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=97:3→65:35) to obtain a titled compound (47 mg) having the following physical property values.

후처리

  1. stirringby stirring at room temperature overnight
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. customand then separated
  4. additionby adding water
  5. washThe organic layer was washed with water
  6. dry with materialdried with magnesium sulfate
  7. filtrationthen filtered
  8. concentrationand concentrated under reduced pressure
  9. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=97:3→65:35)

출처 및 근거

ORD 기록
ord-441e73aeea2a42b6aedb923002fc8850
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029574B2

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