3,4-dihydro-2H-pyran → HCID 10878146, 화합물

HRID 1969372노트

반응식

HRID 1969372 반응식
[OH:1][CH2:2][C@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.[CH2:9]1[CH2:14][O:13][CH:12]=[CH:11][CH2:10]1.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>ClCCl>[O:13]1[CH2:14][CH2:9][CH2:10][CH2:11][CH:12]1[O:1][CH2:2][C@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 643511(S)-5-(Hydroxymethyl)-2-pyrrolidinone

생성물 1

HCID 10878146HCID 10878146, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of (S)-5-(hydroxymethyl)pyrrolidin-2-one (1.0 g, 8.7 mmol, Aldrich) and DHP (1.46 g, 17.4 mmol, Alfa) in 20 mL of dichloromethane was added PPTS (0.437 g, 1.74 mmol, Aldrich) in portions. The reaction mixture was stirred at rt for 4 hrs, and was quenched with 20 mL of saturated NaHCO3 aqueous solution. The resulted mixture was extracted with dichloromethane (25 mL×2). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc) to give the title compound (as a diastereomer mixture) as colorless oil (0.9 g, 52%).

후처리

  1. customwas quenched with 20 mL of saturated NaHCO3 aqueous solution
  2. extractionThe resulted mixture was extracted with dichloromethane (25 mL×2)
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by a silica gel column chromatography (EtOAc)

출처 및 근거

ORD 기록
ord-cdef3cb042db4aa3b5f0cef84189de76
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08426585B2

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