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Triethylamine → 1-((tert-Butyldimethylsilyl)oxy)-3-(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)propan-2-yl methanesulfonate

HRID 2201208
ノート
印刷プレビュー

反応式

HRID 2201208 の反応式
[CH3:1][S:2]([O:5]S(C)(=O)=O)(=[O:4])=[O:3].C(N(CC)CC)C.[Si:17]([O:24][CH2:25][CH:26](O)[CH2:27][N:28]1[C:36]([C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([F:43])[CH:38]=2)=[C:35]2[C:30]([N:31]([CH3:47])[C:32](=[O:46])[N:33]([CH3:45])[C:34]2=[O:44])=[CH:29]1)([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18]>ClCCCl.CN(C1C=CN=CC=1)C.O>[CH3:1][S:2]([O:5][CH:26]([CH2:27][N:28]1[C:36]([C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([F:43])[CH:38]=2)=[C:35]2[C:30]([N:31]([CH3:47])[C:32](=[O:46])[N:33]([CH3:45])[C:34]2=[O:44])=[CH:29]1)[CH2:25][O:24][Si:17]([C:20]([CH3:23])([CH3:21])[CH3:22])([CH3:18])[CH3:19])(=[O:4])=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 867234486-(3-((tert-Butyldimethylsilyl)oxy)-2-hydroxypropyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

生成物 1

HCID 867234491-((tert-Butyldimethylsilyl)oxy)-3-(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)propan-2-yl methanesulfonate

試薬・触媒・溶媒 3

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 111,2-Dichloroethane溶媒2 回
HCID 962Water溶媒

実験手順

Methanesulfonic anhydride (0.679 g, 3.90 mmol) in 1,2-dichloroethane (3.0 mL) was added dropwise to a solution of DMAP (0.016 g, 0.130 mmol), triethylamine (0.544 ml, 3.90 mmol) and 6-(3-((tert-butyldimethylsilyl)oxy)-2-hydroxypropyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (0.6 g, 1.300 mmol) in 1,2-dichloroethane (10 mL) at 0° C. The mixture was warmed to room temperature and stirred for 2 hours, then diluted with water (10 mL). The phases were separated and the aqueous phase was extracted with DCM (3×10 mL). The combined organic extracts were dried over magnesium sulfate and evaporated under vacuum to afford the title compound.

後処理

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted with DCM (3×10 mL)
  3. dry with materialThe combined organic extracts were dried over magnesium sulfate
  4. customevaporated under vacuum

出典と根拠

ORDレコード
ord-c0dbe5a093a9471ca6ade70bbd725e12
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09359381B2

反応ノート

読み込み中…

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