Water → HCID 68748821, 화합물

HRID 1051283노트

반응식

HRID 1051283 반응식
[CH3:1][Si](C)(C)N[Si](C)(C)C.[K].[C:11]1(C)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH:18]([C@@H:20]1[C@@H:29]2[C@@H:23]([O:24][CH2:25][C@@H:26]([CH2:30][CH2:31][CH2:32][C:33]([O:35][CH:36]([CH3:38])[CH3:37])=[O:34])[CH2:27][CH2:28]2)[CH2:22][C@H:21]1[O:39][CH:40]1[CH2:45][CH2:44][CH2:43][CH2:42][O:41]1)=O.O.C([O:50][CH2:51][CH3:52])(=O)C>COCCOC>[O:50]([CH2:51][CH2:52]/[CH:1]=[CH:18]/[C@@H:20]1[C@@H:29]2[C@@H:23]([O:24][CH2:25][C@@H:26]([CH2:30][CH2:31][CH2:32][C:33]([O:35][CH:36]([CH3:38])[CH3:37])=[O:34])[CH2:27][CH2:28]2)[CH2:22][C@H:21]1[O:39][CH:40]1[CH2:45][CH2:44][CH2:43][CH2:42][O:41]1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 866653202-Propanyl 4-[(3S,5aR,6R,7R,8aS)-6-formyl-7-(tetrahydro-2H-pyran-2-yloxy)octahydro-2H-cyclopenta[b]oxepin-3-yl]butanoateHCID 131731101HCID 131731101, 화합물

생성물 1

HCID 68748821HCID 68748821, 화합물

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

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온도
-78 °C

실험 절차

Under the argon atmosphere, the compound (165 mg) produced in Example 100 was dissolved in DME (2 mL), the solution was cooled to −78° C., and a 0.5M potassium hexamethyldisilazane/toluene solution (0.90 mL) was added. After the mixture was stirred at −78° C. for 20 minutes, a DME (1.5 mL) solution of the compound produced in Example 13 was added dropwise, and the mixture was stirred at the same temperature for 10 minutes. After a temperature of the reaction solution was raised to 0° C., water was added, and the extract obtained by extraction with ethyl acetate was washed with water and a saturated saline, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10→65:35) to obtain a titled compound (177 mg) having the following physical property values.

후처리

  1. stirringthe mixture was stirred at the same temperature for 10 minutes
  2. temperatureAfter a temperature of the reaction solution was raised to 0° C.
  3. washwas washed with water
  4. dry with materiala saturated saline, dried with anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=90:10→65:35)

출처 및 근거

ORD 기록
ord-98f4f451cdd1458fa6db57a77dacba37
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388157B2

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