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(13E)-(6RS,9alpha,11alpha,15S)-6,9-epithio-11,15-bis(tetrahydropyran-2-yloxy)prost-13-enoic acid 1,3-bisstearoyloxy-2-propyl ester → (13E)-(6RS,9alpha,11alpha,15S)-6,9-Epithio-11,15-dihydroxyprost-13-enoic acid 1,3-bisstearoyloxy-2-propyl ester

HRID 1164161
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HRID 1164161 반응식
[C:1]([O:20][CH2:21][CH:22]([O:44][C:45](=[O:80])[CH2:46][CH2:47][CH2:48][CH2:49][CH:50]1[S:79][C@H:53]2[CH2:54][C@@H:55]([O:72]C3CCCCO3)[C@H:56](/[CH:57]=[CH:58]/[C@@H:59]([O:65]C3CCCCO3)[CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[C@H:52]2[CH2:51]1)[CH2:23][O:24][C:25](=[O:43])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])(=[O:19])[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][CH3:18]>CO>[C:1]([O:20][CH2:21][CH:22]([O:44][C:45](=[O:80])[CH2:46][CH2:47][CH2:48][CH2:49][CH:50]1[S:79][C@H:53]2[CH2:54][C@@H:55]([OH:72])[C@H:56](/[CH:57]=[CH:58]/[C@@H:59]([OH:65])[CH2:60][CH2:61][CH2:62][CH2:63][CH3:64])[C@H:52]2[CH2:51]1)[CH2:23][O:24][C:25](=[O:43])[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])(=[O:19])[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][CH3:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 86738739(13E)-(6RS,9alpha,11alpha,15S)-6,9-epithio-11,15-bis(tetrahydropyran-2-yloxy)prost-13-enoic acid 1,3-bisstearoyloxy-2-propyl ester

생성물 1

HCID 86738738(13E)-(6RS,9alpha,11alpha,15S)-6,9-Epithio-11,15-dihydroxyprost-13-enoic acid 1,3-bisstearoyloxy-2-propyl ester수율 66.6%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

Under an atmosphere of nitrogen, a mixture of 51 mg of (13E)-(6RS,9α,11α,15S)-6,9-epithio-11,15-bis-(tetrahydropyran-2-yloxy)prost-13-enoic acid 1,3-bisstearoyloxy-2-propyl ester, 2.5 mg of p-toluenesulphonic acid-pyridine complex and 2 ml of methanol was stirred at 50° C. for 1.5 hours, and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (2:1) as eluent to give 29 mg of the title compound having the following physical characteristics:

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by column chromatography on silica gel using
  3. additiona mixture of cyclohexane and ethyl acetate (2:1) as eluent

출처 및 근거

ORD 기록
ord-ba219fde375644f7b9d3623ef518e123
출처 데이터셋
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04367237

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