(Tert-butoxycarbonyl)aspartic acid → 3-(Boc-amino)dihydrofuran-2,5-dione

HRID 1435952

反応式

HRID 1435952 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]([C:14]([OH:16])=[O:15])[CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.CN(C)CCCN=C=NCC>C(Cl)Cl>[C:1]([O:5][C:6](=[O:7])[NH:8][CH:9]1[CH2:10][C:11](=[O:13])[O:16][C:14]1=[O:15])([CH3:2])([CH3:3])[CH3:4]

参加物

4

反応物 2

HCID 302432(Tert-butoxycarbonyl)aspartic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 37577793-(Boc-amino)dihydrofuran-2,5-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 1 g (4.29 mmol) of N-(tert-butoxycarbonyl)-DL-aspartic acid and 0.98 g (5.15 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) in 100 mL of DCM, was stirred at room temperature overnight. The solution was extracted three times with 5% aq. NaHSO4, the organic extracts were dried over anh. sodium sulfate and the solvent evaporated under vacuum. In this way 750 mg of the title compound were recovered. 1H NMR (400 MHz, DMSO-D6) δ ppm 1.38 (s, 9 H) 2.78-2.90 (m, 1 H) 3.15-3.28 (m, 1 H) 4.54-4.65 (m, 1 H) 7.73 (d, J=7.91 Hz, 1 H).

後処理

  1. extractionThe solution was extracted three times with 5% aq. NaHSO4
  2. dry with materialthe organic extracts were dried over anh. sodium sulfate
  3. customthe solvent evaporated under vacuum
  4. customIn this way 750 mg of the title compound were recovered

出典と根拠

ORDレコード
ord-441468b8f1794221b684e37447bc2130
出典データセット
uspto-grants-2009_11
特許番号
US07618982B2

関連ノート

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