3-[4-(16-Bromohexadecylamino)benzoyl]-4-carbethoxythiazolidine → 3-[4-(15-Carbomethoxypentadecylamino)benzoyl]-4-carboxythiazolidine

HRID 1278408노트

반응식

HRID 1278408 반응식
BrC[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:37](=[O:40])([OH:39])[O-].[Na+].[CH3:42]C(C)=O>>[C:37]([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)([O:39][CH3:42])=[O:40]

참가 물질

3

반응물 2

HCID 130254093-[4-(16-Bromohexadecylamino)benzoyl]-4-carbethoxythiazolidineHCID 86737261Acetone sodium bicarbonate

생성물 1

HCID 211632443-[4-(15-Carbomethoxypentadecylamino)benzoyl]-4-carboxythiazolidine

실험 절차

One-tenth mole of 4-(15-carbomethoxypentadecylamino)-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-ba01e249f852415ebcd42f18324507c1
출처 데이터셋
uspto-grants-1981_07
특허 번호
US04281018

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