((1S,2R,3S,4R)-4-{6-(2,2-diphenyl-ethylamino)-2-[(R)-3-(3-pyridin-3-yl-ureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-carbamic acid benzyl ester trifluoroacetate → 1-{(R)-1-[9-((1R,2S,3R,4S)-4-amino-2,3-dihydroxy-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-3-pyridin-3-yl-urea

HRID 1882572ノート

反応式

HRID 1882572 の反応式
FC(F)(F)C(O)=O.C(OC(=O)[NH:17][C@H:18]1[CH2:22][C@@H:21]([N:23]2[CH:31]=[N:30][C:29]3[C:24]2=[N:25][C:26]([N:47]2[CH2:51][CH2:50][C@@H:49]([NH:52][C:53]([NH:55][C:56]4[CH:57]=[N:58][CH:59]=[CH:60][CH:61]=4)=[O:54])[CH2:48]2)=[N:27][C:28]=3[NH:32][CH2:33][CH:34]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C@H:20]([OH:62])[C@@H:19]1[OH:63])C1C=CC=CC=1>C(O)C.[Pd]>[NH2:17][C@H:18]1[CH2:22][C@@H:21]([N:23]2[CH:31]=[N:30][C:29]3[C:24]2=[N:25][C:26]([N:47]2[CH2:51][CH2:50][C@@H:49]([NH:52][C:53]([NH:55][C:56]4[CH:57]=[N:58][CH:59]=[CH:60][CH:61]=4)=[O:54])[CH2:48]2)=[N:27][C:28]=3[NH:32][CH2:33][CH:34]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C@H:20]([OH:62])[C@@H:19]1[OH:63]

参加物

4

反応物 1

HCID 66631160((1S,2R,3S,4R)-4-{6-(2,2-diphenyl-ethylamino)-2-[(R)-3-(3-pyridin-3-yl-ureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-carbamic acid benzyl ester trifluoroacetate

生成物 1

HCID 666296911-{(R)-1-[9-((1R,2S,3R,4S)-4-amino-2,3-dihydroxy-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-3-pyridin-3-yl-urea

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of ((1S,2R,3S,4R)-4-{6-(2,2-diphenyl-ethylamino)-2-[(R)-3-(3-pyridin-3-yl-ureido)-pyrrolidin-1-yl]-purin-9-yl}-2,3-dihydroxy-cyclopentyl)-carbamic acid benzyl ester trifluoroacetate (step 1) (35 mg, 46 μmol) in ethanol (1 ml) under an inert atmosphere of argon is added 10% palladium on carbon (10 mg). The reaction mixture is purged with argon and placed under a positive atmosphere of hydrogen overnight after which time, the mixture is filtered through celite and the catalyst washed with ethanol. The organic portions are combined and concentrated in vacuo to yield the title compound. MS (ES+) m/e 635 (MH+).

後処理

  1. customThe reaction mixture is purged with argon
  2. customplaced under a positive atmosphere of hydrogen overnight
  3. filtrationthe mixture is filtered through celite
  4. washthe catalyst washed with ethanol
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-58ccf9930cae41b49088275eed7708dc
出典データセット
uspto-grants-2012_11
特許番号
US08318750B2

反応ノート

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