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1,2-Dichloroethane → 3-t-Butoxycarbonylamino-2-(RS)-[1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester

HRID 1292670
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HRID 1292670 반응식
[C:1]([C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[C:12]([CH2:13][C:14]([OH:16])=O)=[CH:11][N:10]=[CH:9]2)=[CH:5][CH:4]=1)#[N:2].[CH3:19][O:20][C:21](=[O:33])[CH:22]([NH2:32])[CH2:23][NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26].C1C=C2C(N(O)N=NC2=CC=1)=O.C(N(CC)CC)C.C(Cl)CCl>CN(C=O)C.CCOC(C)=O>[CH3:19][O:20][C:21](=[O:33])[CH:22]([NH:32][C:14](=[O:16])[CH2:13][C:12]1[N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:18][CH:17]=2)[CH:9]=[N:10][CH:11]=1)[CH2:23][NH:24][C:25]([O:27][C:28]([CH3:29])([CH3:31])[CH3:30])=[O:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 3442239Methyl 2-amino-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoateHCID 184336301-(4-Cyanobenzyl)imidazole-5-acetic acid

생성물 1

HCID 67571752
3-t-Butoxycarbonylamino-2-(RS)-[1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of [1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetic acid (607 mg, 1.64 mmol), 3-t-Butoxycarbonylamino-2(RS)-aminopropionic acid methyl ester (352 mg, 1.61 mmol), HOOBT (319 mg, 1.96 mmol), and triethylamine (0.54 ml, 3.87 mmol) in DMF (13 ml) at 0° C., was added EDC (2.67 g, 13.9 mmol). The reaction was stirred at room temperature for 18 hrs, diluted with EtOAc and the organic layer washed with sat. aq NaHCO3, brine, dried (Na2SO4). and the solvent evaporated in vacuo to afford the title compound as a white solid.

후처리

  1. washthe organic layer washed with sat. aq NaHCO3, brine
  2. dry with materialdried (Na2SO4)
  3. customand the solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-10bf835f01084d48b6088941cd442011
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05756528

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