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

HRID 1435952

반응식

HRID 1435952 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-441468b8f1794221b684e37447bc2130
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07618982B2

연결된 노트

불러오는 중…