Diisopropylcarbodiimide → 3-(9-Fluorenylmethoxycarbonylamino)-3-(4-aminophenyl)propanoic acid

HRID 967011노트

반응식

HRID 967011 반응식
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][CH:19]([C:24]3[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=3)[CH2:20][C:21]([OH:23])=[O:22])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C(N=C=NC(C)C)(C)C>CN(C=O)C.C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][CH:19]([C:24]3[CH:29]=[CH:28][C:27]([NH2:30])=[CH:26][CH:25]=3)[CH2:20][C:21]([OH:23])=[O:22])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 2

HCID 12734DiisopropylcarbodiimideHCID 2759202Fmoc-(RS)-3-amino-3-(4-nitrophenyl)-propionic acid

생성물 1

HCID 222939703-(9-Fluorenylmethoxycarbonylamino)-3-(4-aminophenyl)propanoic acid

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

Wang resin (Advanced Chemtech, 2.5 g, 0.8 mmol/g, 2 mmol equivalent) in a mixture of DMF (20 ml) and DCM (20 ml) was treated with 3-(9-fluorenylmethoxycarbonylamino)-3-(4-nitrophenyl)propanoic acid (2.6 g, 6 mmol), 4-dimethylaminopyridine (244 mg, 2 mmol) and 1,3-diisopropylcarbodiimide (940 μl, 6 mmol) and the mixture agitated under nitrogen at room temperature for 24 h. The resin was filtered and washed with DMF and DCM. The resin was treated with a 1M solution of stannous chloride dihydrate in DMF (50 ml) at room temperature for 8 h then washed as before to give the title compound.

후처리

  1. filtrationThe resin was filtered
  2. washwashed with DMF and DCM
  3. additionThe resin was treated with a 1M solution of stannous chloride dihydrate in DMF (50 ml) at room temperature for 8 h
  4. washthen washed as before

출처 및 근거

ORD 기록
ord-ff8f91de62ec40848eea0d740eb9bb2a
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06953798B1

반응 노트

불러오는 중…