2-(Tri-n-butylstannyl)thiophene → HCID 71268199、化合物

HRID 926431ノート

反応式

HRID 926431 の反応式
C([Sn](CCCC)(CCCC)[C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)CCC.[C@@H:19]1([N:27]2[CH:31]=[C:30](I)[CH:29]=[C:28]2[N+:33]([O-:35])=[O:34])[O:24][C@H:23]([CH2:25][OH:26])[C@@H:21]([OH:22])[CH2:20]1>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CN(C=O)C>[C@@H:19]1([N:27]2[CH:31]=[C:30]([C:6]3[S:7][CH:8]=[CH:9][CH:10]=3)[CH:29]=[C:28]2[N+:33]([O-:35])=[O:34])[O:24][C@H:23]([CH2:25][OH:26])[C@@H:21]([OH:22])[CH2:20]1

参加物

5

反応物 2

HCID 27793732-(Tri-n-butylstannyl)thiopheneHCID 67428497HCID 67428497、化合物

生成物 1

HCID 71268199HCID 71268199、化合物収率 64%

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 6228Dimethylformamide溶媒

実験手順

2-(Tributylstannyl)thiophene (476 μL, 1.5 mmol) was added to a DMF (2.5 mL) solution containing 1-(2-deoxy-β-D-ribofuranosyl)-4-iodo-2-nitropyrrole (177 mg, 0.5 mmol) and bis(triphenylphosphine)palladium(II) dichloride (18 mg, 0.025 mmol). The mixture was reacted at 100° C. for 30 minutes in a microwave machine (standard mode). The reaction solution was separated between ethyl acetate (50 mL) and water (50 mL). The organic layer was concentrated and purified by HPLC to yield 1-(2-deoxy-β-D-ribofuranosyl)-4-(thien-2-yl)-2-nitropyrrole (97 mg, 0.32 mmol, 63%).

後処理

  1. customThe mixture was reacted at 100° C. for 30 minutes in a microwave machine (standard mode)
  2. customThe reaction solution was separated between ethyl acetate (50 mL) and water (50 mL)
  3. concentrationThe organic layer was concentrated
  4. custompurified by HPLC

出典と根拠

ORDレコード
ord-6ba9b98c7dec42908d326081d6b00494
出典データセット
uspto-grants-2016_03
特許番号
US09285319B2

反応ノート

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