Water → HCID 57637077, 화합물

HRID 1804570노트

반응식

HRID 1804570 반응식
[OH:1][NH:2][C:3]([CH:5]1[CH2:7][CH2:6]1)=[NH:4].[H-].[Na+].[C:10]([O:14][C:15]([NH:17][CH2:18][CH2:19][C:20](OCC)=O)=[O:16])([CH3:13])([CH3:12])[CH3:11].O>CN(C)C=O>[CH:5]1([C:3]2[N:4]=[C:20]([CH2:19][CH2:18][NH:17][C:15](=[O:16])[O:14][C:10]([CH3:13])([CH3:12])[CH3:11])[O:1][N:2]=2)[CH2:7][CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 15933116Ethyl 3-{[(tert-butoxy)carbonyl]amino}propanoateHCID 178513214HCID 178513214, 화합물

생성물 1

HCID 57637077HCID 57637077, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
50 °C

실험 절차

3.10 g (30.96 mmol) N-hydroxy-cyclopropanecarboxamidine are placed in 10 ml dimethylformamide and molecular sieve. 1.32 g (34.06 mmol) sodium hydride (60% in mineral oil) are added. The mixture is stirred for 0.1 hours at 50° C., then 7.40 g (34.06 mmol) ethyl 3-tert-butoxycarbonylamino-propionate in 20 ml dimethylformamide are added. The reaction mixture is stirred for 3 hours at 50° C. After cooling 15 ml of water are added, the mixture is suction filtered through Celite. The 2 phases of the filtrate are separated, the aqueous phase is extracted with ethyl acetate, the combined organic phase is evaporated down. The residue is purified by chromatography.

후처리

  1. stirringThe reaction mixture is stirred for 3 hours at 50° C
  2. additionare added
  3. filtrationfiltered through Celite
  4. customThe 2 phases of the filtrate are separated
  5. extractionthe aqueous phase is extracted with ethyl acetate
  6. customthe combined organic phase is evaporated down
  7. customThe residue is purified by chromatography

출처 및 근거

ORD 기록
ord-b92374e1d935469980493c5a20a805db
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354418B2

반응 노트

불러오는 중…