Sodium Carbonate → N-{2-[Cyclopentyl(isopropyl)amino]ethyl}-N'-({6-[(2,2-diphenylethyl)amino]-9-[(2R,3R,4S,5R)-5-(2-ethyl-2H-tetrazol-5-yl)-3,4-dihydroxytetrahydro-2-furanyl]-9H-purin-2-yl}methyl)urea

HRID 1168277ノート

反応式

HRID 1168277 の反応式
C([O:4][C@@H:5]1[C@H:9]([O:10]C(=O)C)[C@@H:8]([C:14]2[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=2)[O:7][C@H:6]1[N:21]1[CH:29]=[N:28][C:27]2[C:22]1=[N:23][C:24]([CH2:45][NH:46][C:47]([NH:49][CH2:50][CH2:51][N:52]([CH:56]1[CH2:60][CH2:59][CH2:58][CH2:57]1)[CH:53]([CH3:55])[CH3:54])=[O:48])=[N:25][C:26]=2[NH:30][CH2:31][CH:32]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH:56]1([N:52]([CH:53]([CH3:54])[CH3:55])[CH2:51][CH2:50][NH:49][C:47]([NH:46][CH2:45][C:24]2[N:23]=[C:22]3[C:27]([N:28]=[CH:29][N:21]3[C@H:6]3[C@H:5]([OH:4])[C@H:9]([OH:10])[C@@H:8]([C:14]4[N:15]=[N:16][N:17]([CH2:19][CH3:20])[N:18]=4)[O:7]3)=[C:26]([NH:30][CH2:31][CH:32]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[N:25]=2)=[O:48])[CH2:57][CH2:58][CH2:59][CH2:60]1

参加物

4

反応物 2

HCID 10340Sodium CarbonateHCID 69978470(2R,3R,4R,5R)-4-(Acetoxy)-2-{2-({[({2-[cyclopentyl(isopropyl)-amino]ethyl}amino)carbonyl]amino}methyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(2-ethyl-2H-tetrazol-5-yl)tetrahydro-3-furanyl Acetate

生成物 1

HCID 10305826N-{2-[Cyclopentyl(isopropyl)amino]ethyl}-N'-({6-[(2,2-diphenylethyl)amino]-9-[(2R,3R,4S,5R)-5-(2-ethyl-2H-tetrazol-5-yl)-3,4-dihydroxytetrahydro-2-furanyl]-9H-purin-2-yl}methyl)urea収率 29.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of (2R,3R,4R,5R)-4-(acetoxy)-2-{2-({[({2-[cyclopentyl(isopropyl)amino]ethyl}amino)carbonyl]amino}methyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(2-ethyl-2H-tetrazol-5-yl)tetrahydro-3-furanyl acetate (Preparation 45) (135 mg, 0.16 mmol) and sodium carbonate (5 mg, 0.05 mmol) in methanol (5 ml) was stirred at room temperature overnight. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane:methanol:conc. aqueous ammonia (95:5:0.5 by volume) gradually changing to dichloromethane:methanol:conc. aqueous ammonia (90:10:1 by volume). Product containing fractions were evaporated and the resulting solid was dried under vacuum to afford the title compound as a white powder (35 mg).

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane
  3. additionProduct containing fractions
  4. customwere evaporated
  5. customthe resulting solid was dried under vacuum

出典と根拠

ORDレコード
ord-ca367d2964cf4325b7d696f35d7fe974
出典データセット
uspto-grants-2003_09
特許番号
US06624158B2

反応ノート

読み込み中…