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Hydrochloric Acid → N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valine

HRID 236483
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HRID 236483 반응식
[C:1]([O:20][CH:21]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:22][C:23]([OH:25])=O)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:43][C@H:44]([C:48]([OH:50])=[O:49])[CH:45]([CH3:47])[CH3:46].[OH-].[Na+].Cl>CN(C)C=O>[C:1]([O:20][CH:21]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH:33]=[CH:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:22][C:23]([NH:43][C@H:44]([C:48]([OH:50])=[O:49])[CH:45]([CH3:47])[CH3:46])=[O:25])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6287L-ValineHCID 14798Sodium HydroxideHCID 536822073-(9-Octadecenoyloxy)-11-eicosenoic acid

생성물 1

HCID 54067353N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valine수율 77.1%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of N-hydroxysuccinimide ester of 3-(9-octadecenoyloxy)-11-eicosenoic acid (3 g) in N,N-dimethylformamide (30 ml) was added a solution of L-valine (4.42 g) and a 1N sodium hydroxide solution (37 ml) at 0° C. The resulting mixture was stirred at ambient temperature overnight. The reaction mixture was acidified with 1N hydrochloric acid solution, extracted with ethyl acetate, washed with water and dried over magnesium sulfate. Ethyl acetate was distilled off to give powder of N-[3-(9-octadecenoyloxy)-11-eicosenoyl]-L-valine (2.7 g).

후처리

  1. customat 0° C
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. distillationEthyl acetate was distilled off

출처 및 근거

ORD 기록
ord-ad9b9ca8d3a2415da0f5d1c1a4c4e6c9
출처 데이터셋
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04643990

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