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Sodium Bicarbonate → 4-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanol

HRID 2277021
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반응식

HRID 2277021 반응식
[Si]([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:14]1[O:19][C:18](=[O:20])[C:17]([C:21](=[O:24])[CH2:22][CH3:23])=[C:16](O)[CH:15]=1)[CH3:13])(C(C)(C)C)(C)C.C([O-])(O)=[O:27].[Na+]>CC(O)=O.C1COCC1.O>[OH:27][C:15]1[CH:16]=[C:17]([C:21](=[O:24])[CH2:22][CH3:23])[C:18](=[O:20])[O:19][C:14]=1[CH:12]([CH3:13])[CH2:11][CH2:10][CH2:9][OH:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 547065446-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-one

생성물 1

HCID 866958084-(5-Hydroxy-2-oxo-3-propionyl-2-H-pyran-6-yl)pentanol

시약·촉매·용매 1

HCID 21877175AcOH THF water용매

실험 절차

6-(5-(t-Butyldimethylsilyloxy)pentan-2-yl)-4-hydroxy-3-propionyl-2-H-pyran-2-one (IV; 3 g; 8.15 mmol) in 100 ml AcOH/THF/water (3/1/1, v/v/v) was stirred for 18 h at 25° C. The reaction mixture was neutralized with saturated NaHCO3, extracted with 3×50 ml EtOAc, dried with anhydrous Na2SO4, and evaporated to an oil. The product was purified via silica chromatography (40% EtOAc in hexanes).

후처리

  1. extractionextracted with 3×50 ml EtOAc
  2. dry with materialdried with anhydrous Na2SO4
  3. customevaporated to an oil
  4. customThe product was purified via silica chromatography (40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-6d82affae6db4a9a8ef72a2820b35701
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133155B2

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