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Thymine → N-Benzyl-N-[2-(thymin-1-yl) ethyl]-glycine tert-butyl ester

HRID 54614
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인쇄 미리보기

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HRID 54614 반응식
[C:1]([O:5][C:6](=[O:23])[CH2:7][N:8]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:9][CH2:10]OS(C)(=O)=O)([CH3:4])([CH3:3])[CH3:2].[NH:24]1[CH:32]=[C:30]([CH3:31])[C:28](=[O:29])[NH:27][C:25]1=[O:26].C(=O)([O-])[O-].[K+].[K+].C1(C)C=CC=CC=1>CN(C)C=O.C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:23])[CH2:7][N:8]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:9][CH2:10][N:24]1[CH:32]=[C:30]([CH3:31])[C:28](=[O:29])[NH:27][C:25]1=[O:26])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1135ThymineHCID 1140TolueneHCID 11430Potassium CarbonateHCID 15817340N-Benzyl-N-[2-(methanesulphonyloxy)ethyl]-glycine tert-butyl ester

생성물 1

HCID 15817341N-Benzyl-N-[2-(thymin-1-yl) ethyl]-glycine tert-butyl ester

시약·촉매·용매 2

HCID 6212
Chloroform
용매
HCID 6228Dimethylformamide용매

실험 절차

The product from Example 2 (10.73 g; 31 mmol), thymine (7.88 g; 62 mmol) and potassium carbonate (8.64 g; 62 mmol) are suspended in anhydrous N,N-dimethylformamide (325 ml). The suspension is stirred at room temperature for 1 h and then at 80° C. for 6 h. The cooled mixture is codistilled repeatedly with toluene, and the residue is taken up in chloroform (500 ml) and extracted twice with water (150 ml on each occasion). The crude product is purified by chromatography on silica gel (eluent: toluene/ethanol, 27:1). Yield: 5.58 g (48%).

후처리

  1. waitat 80° C. for 6 h
  2. extractionextracted twice with water (150 ml on each occasion)
  3. customThe crude product is purified by chromatography on silica gel (eluent: toluene/ethanol, 27:1)

출처 및 근거

ORD 기록
ord-0ca30cdc59ad47919c0f0e05bc51684c
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05623049

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