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Lithium Hydroxide → 4-(3-{(R)-1-[9-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-ureido)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid trifluoroacetate

HRID 1641927
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HRID 1641927 반응식
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C([O:10][C:11]([C:13]1[CH:14]=[CH:15][C:16]([N:19]2[CH2:24][CH2:23][CH:22]([NH:25][C:26]([NH:28][C@@H:29]3[CH2:33][CH2:32][N:31]([C:34]4[N:42]=[C:41]5[C:37]([N:38]=[CH:39][N:40]5[C@@H:43]5[CH2:47][C@H:46]([N:48]6[CH:52]=[C:51]([CH2:53][OH:54])[CH:50]=[N:49]6)[C@@H:45]([OH:55])[C@H:44]5[OH:56])=[C:36]([NH:57][CH2:58][CH:59]([C:66]5[CH:71]=[CH:70][CH:69]=[CH:68][CH:67]=5)[C:60]5[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=5)[N:35]=4)[CH2:30]3)=[O:27])[CH2:21][CH2:20]2)=[N:17][CH:18]=1)=[O:12])C.[OH-].[Li+]>CO>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[OH:56][C@@H:44]1[C@H:45]([OH:55])[C@@H:46]([N:48]2[CH:52]=[C:51]([CH2:53][OH:54])[CH:50]=[N:49]2)[CH2:47][C@H:43]1[N:40]1[CH:39]=[N:38][C:37]2[C:41]1=[N:42][C:34]([N:31]1[CH2:32][CH2:33][C@@H:29]([NH:28][C:26](=[O:27])[NH:25][CH:22]3[CH2:21][CH2:20][N:19]([C:16]4[CH:15]=[CH:14][C:13]([C:11]([OH:12])=[O:10])=[CH:18][N:17]=4)[CH2:24][CH2:23]3)[CH2:30]1)=[N:35][C:36]=2[NH:57][CH2:58][CH:59]([C:66]1[CH:67]=[CH:68][CH:69]=[CH:70][CH:71]=1)[C:60]1[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 866228134-(3-{(R)-1-[9-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6 (2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-ureido)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid ethyl ester trifluoroacetate

생성물 1

HCID 866228234-(3-{(R)-1-[9-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-ureido)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-carboxylic acid trifluoroacetate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

4-(3-{(R)-1-[9-[(1R,2S,3R,4S)-2,3-dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-ureido)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid ethyl ester trifluoroacetate (Example 79) (23 mg, 0.023 mmol) is dissolved in methanol (2 ml). Aqueous lithium hydroxide (6 mg, 0.23 mmol) is added and the reaction mixture is stirred at room temperature for 18 hours. The solvent is removed in vacuo. The title compound is obtained after purification by reverse phase column chromatography (Isolute™ C18, 0-100% MeCN in water—0.1% TFA). MS (ES+) m/e 422 (MH+/2).

후처리

  1. customThe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-983621b176d64e56ad2b5049686624df
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08114877B2

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