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Dimethylformamide → 2-O-(3-diethylaminopropionyl)-1,3-O-dioleoylglycerol

HRID 724773
ノート
印刷プレビュー

反応式

HRID 724773 の反応式
CN(C)C=O.[C:6]([O:25][CH2:26][CH:27]([CH2:29][O:30][C:31](=[O:49])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]/[CH:39]=[CH:40]\[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[OH:28])(=[O:24])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].[CH2:50]([N:52]([CH2:58][CH3:59])[CH2:53][CH2:54][C:55](O)=[O:56])[CH3:51]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH2:50]([N:52]([CH2:58][CH3:59])[CH2:53][CH2:54][C:55]([O:28][CH:27]([CH2:29][O:30][C:31](=[O:49])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]/[CH:39]=[CH:40]\[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48])[CH2:26][O:25][C:6](=[O:24])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]/[CH:14]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:56])[CH3:51]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 247454N,N-Diethyl-beta-alanineHCID 54971651,3-Diolein

生成物 1

HCID 111817842-O-(3-diethylaminopropionyl)-1,3-O-dioleoylglycerol収率 62.2%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒
HCID 6344
Dichloromethane
溶媒

実験手順

In a solvent mixture of 3 ml N,N-dimethylformamide and 6 ml methylene chloride was dissolved 172 mg (0.277 mmol) of 1,3-dioleoylglycerol followed by addition of 101 mg (0.556 mmol) of N,N-diethyl-β-alanine (hydrochloride), 114 mg (0.553 mmol) of N,N-dicyclohexylcarbodiimide, and 7 mg (0.057 mmol) of 4-dimethylaminopyridine and the mixture was stirred overnight. This reaction mixture was then filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in methylene chloride and washed with water. The washed solution was dried and concentrated and the residue was subjected to column chromatography (silica gel/methylene chloride-methanol) to provide 129 mg (62%) of the title compound.

後処理

  1. filtrationThis reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washwashed with water
  5. customThe washed solution was dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-63c8be7648da45d9bde169d072ff3481
出典データセット
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05705188

反応ノート

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