3-[4-(16-Bromohexadecylamino)benzoyl]-4-carbethoxythiazolidine → 3-[4-(16-Bromohexadecylamino)benzoyl]-4-carboxythiazolidine

HRID 1389658노트

반응식

HRID 1389658 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:36]=[CH:35][C:22]([C:23]([N:25]2[CH:29]([C:30]([O:32]CC)=[O:31])[CH2:28][S:27][CH2:26]2)=[O:24])=[CH:21][CH:20]=1>C(=O)(O)[O-].[Na+].CC(C)=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([N:25]2[CH:29]([C:30]([OH:32])=[O:31])[CH2:28][S:27][CH2:26]2)=[O:24])=[CH:35][CH:36]=1

참가 물질

3

반응물 1

HCID 130254093-[4-(16-Bromohexadecylamino)benzoyl]-4-carbethoxythiazolidine

생성물 1

HCID 130254103-[4-(16-Bromohexadecylamino)benzoyl]-4-carboxythiazolidine

시약·촉매·용매 1

HCID 86737261Acetone sodium bicarbonate용매

실험 절차

One-tenth mole of 4-(16-bromohexadecylamino)benzoyl chloride hydrochloride in methylene chloride is added to a solution of 0.1 mole of ethyl thiazolidine-4-carboxylate in chloroform containing two equivalents of triethylamine. After 5 hours at 20° C. the solution is filtered and evaporated to a white solid which is recrystallized from acetonitrile to yield 3-[4-(16-bromohexadecylamino)benzoyl]-4-carbethoxythiazolidine. By means of the alkaline hydrolysis method of Example 10, the ethyl ester is converted to the subject carboxylic acid. This acid is also prepared using the procedure of this Example except that the acylation of the thiazolidine-4-carboxylic acid is carried out in aqueous acetone sodium bicarbonate solution.

후처리

  1. customBy means of the alkaline hydrolysis method of Example 10
  2. customThis acid is also prepared

출처 및 근거

ORD 기록
ord-32036b50b98843e3b4bb8b489855ede7
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04245097

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