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Dicyclohexylcarbodiimide → N-[N'-(Fluorenylmethyloxycarbonyl)glycyl]-N-[2-(thymin-1-yl)ethyl]-glycine tert-butyl ester

HRID 54618
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HRID 54618 반응식
[C:1]([O:5][C:6](=[O:20])[CH2:7][NH:8][CH2:9][CH2:10][N:11]1[CH:19]=[C:17]([CH3:18])[C:15](=[O:16])[NH:14][C:12]1=[O:13])([CH3:4])([CH3:3])[CH3:2].[C:21]1([CH2:34][O:35][C:36]([NH:38][CH2:39][C:40](O)=[O:41])=[O:37])[C:33]2[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]=2[CH:24]=[CH:23][CH:22]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[C:1]([O:5][C:6](=[O:20])[CH2:7][N:8]([C:40](=[O:41])[CH2:39][NH:38][C:36]([O:35][CH2:34][C:21]1[C:33]2[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]=2[CH:24]=[CH:23][CH:22]=1)=[O:37])[CH2:9][CH2:10][N:11]1[CH:19]=[C:17]([CH3:18])[C:15](=[O:16])[NH:14][C:12]1=[O:13])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 14767770Fluorenylmethoxy-carbonyl-glycineHCID 19959625N-[2-(Thymin-1-yl)ethyl]-glycine tert-butyl ester

생성물 1

HCID 86750730N-[N'-(Fluorenylmethyloxycarbonyl)glycyl]-N-[2-(thymin-1-yl)ethyl]-glycine tert-butyl ester

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The product from Example 8 (3.78 g; 13 mmol) and N-(fluorenylmethyloxycarbonyl)glycine (5.9 g; 20 mmol) are dissolved in anhydrous N,N-dimethylformamide (160 ml) under a protective atmosphere of argon gas. N,N'-Dicyclohexylcarbodiimide (4.11 g; 20 mmol) is added in portions at 0° C. The mixture is stirred at room temperature for 21 h and the solid which has precipitated is subsequently filtered off with suction. The solution is then concentrated in vacuo, and subsequently distilled repeatedly with toluene, and the crude product is chromatographed on silica gel. (Eluent: toluene/ethanol, 30:1-20:1). Yield: 6.33 g (82%).

후처리

  1. customthe solid which has precipitated
  2. filtrationis subsequently filtered off with suction
  3. concentrationThe solution is then concentrated in vacuo
  4. distillationsubsequently distilled repeatedly with toluene
  5. customthe crude product is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-e8b00b43fa464d3d9c3332972aa04cb6
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05623049

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