3,4-dihydro-2H-pyran → HCID 10878146、化合物

HRID 1969372ノート

反応式

HRID 1969372 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 10878146HCID 10878146、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-cdef3cb042db4aa3b5f0cef84189de76
出典データセット
uspto-grants-2013_04
特許番号
US08426585B2

反応ノート

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