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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Toluene → {2-Phenyl-4-[(thiazol-2-ylamino)carbonylthio]benzoyl}-methionine methyl ester

HRID 325226
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HRID 325226 반응식
[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:21][CH2:22][S:23][CH3:24])[NH:5][C:6](=[O:20])[C:7]1[CH:12]=[CH:11][C:10]([SH:13])=[CH:9][C:8]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[C:26](Cl)(Cl)=[O:27].C1(C)C=CC=CC=1.[NH2:37][C:38]1[S:39][CH:40]=[CH:41][N:42]=1>C(Cl)Cl.CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:25])[C@H:4]([CH2:21][CH2:22][S:23][CH3:24])[NH:5][C:6](=[O:20])[C:7]1[CH:12]=[CH:11][C:10]([S:13][C:26]([NH:37][C:38]2[S:39][CH:40]=[CH:41][N:42]=2)=[O:27])=[CH:9][C:8]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1
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참가 물질

8

반응물 4

HCID 1140TolueneHCID 21552-AminothiazoleHCID 6371PhosgeneHCID 542379062-Phenyl4-mercaptobenzoyl-methionine methyl ester

생성물 1

HCID 86586788{2-Phenyl-4-[(thiazol-2-ylamino)carbonylthio]benzoyl}-methionine methyl ester

시약·촉매·용매 3

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매2회
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-phenyl4-mercaptobenzoyl-methionine methyl ester from example 12E or 12F (1 equivalent) in methylene chloride is added a solution of phosgene in toluene (1.0 equivalent) and p-dimethylaminopyridine (2.0 equivalents). When the reaction is judged complete by TLC analysis, the solvent is evaporated with toluene chasers. The thiochloroformate is reacted without further purification with 2-aminothiazol (1.0 equivalent) and triethylamnine (1.0 equivalent) in dichloromethane. When judged complete by TLC analysis, the reaction is taken up in ethyl acetate and washed with 1N HCl and brine, evaporated, and purified by chromatography on silica gel.

후처리

  1. customthe solvent is evaporated with toluene chasers
  2. washwashed with 1N HCl and brine
  3. customevaporated
  4. custompurified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-e835753685ec4392b34e52bbf72f86a1
출처 데이터셋
uspto-grants-2001_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06221865B1

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