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Diisopropylcarbodiimide → HCID 131725937、化合物

HRID 2214256
ノート
印刷プレビュー

反応式

HRID 2214256 の反応式
[C:1]([O:5][C:6](=[O:18])[CH2:7][CH:8]([C:14]([O:16][CH3:17])=[O:15])[CH2:9][CH2:10][C:11]([OH:13])=O)([CH3:4])([CH3:3])[CH3:2].C1C=CC2N(O)N=NC=2C=1.[C:29]([O:48][NH2:49])([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.CC(C)N=C=NC(C)C>CN(C=O)C>[CH3:17][O:16][C:14](=[O:15])[CH:8]([CH2:9][CH2:10][C:11](=[O:13])[NH:49][O:48][C:29]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)([C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[CH2:7][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:18]
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 4

HCID 12734DiisopropylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 3015602O-(triphenylmethyl)hydroxylamineHCID 865943843-Methoxycarbonyl-hexanedioic acid 1-tert-butyl ester

生成物 1

HCID 131725937HCID 131725937、化合物

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

To a solution of the compound of example 64 (1.10 g, 4.19 mmol) and HOBt (0.70 g, 5.03 mmol) in DMF (5 mL) were added O-trityl hydroxylamine (1.82 g, 6.28 mmol) and DIC (800 μL), respectively. The reaction mixture was stirred for 24 h at room temperature. The reaction mixture was partitioned between HCl (1N, excess) and ethyl acetate. The aqueous phase was extracted several times with ethyl acetate. The recombined organic layer was washed with brine, saturated sodium bicarbonate, and brine. The solvent was evaporated following drying over sodium sulfate, and the crude was flashed with 20–30% ethyl acetate in hexanes. 1H-NMR(CDCl3, 400 MH: 1.42(s, 9H); 1.58, 2.14, 2.47(3 m, 7H); 3.69(s, 3H); 7.34(m, 15H); 7.88(d, broad, 1H).

後処理

  1. customThe reaction mixture was partitioned between HCl (1N, excess) and ethyl acetate
  2. extractionThe aqueous phase was extracted several times with ethyl acetate
  3. washThe recombined organic layer was washed with brine, saturated sodium bicarbonate, and brine
  4. customThe solvent was evaporated
  5. dry with materialfollowing drying over sodium sulfate

出典と根拠

ORDレコード
ord-ba55ca6f587b46729aa9409d8a9a32c0
出典データセット
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07105539B2

反応ノート

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