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Triethylamine → 4-Isopropyl-N-[4-((1R,5S,6R)-3-propionyl-3-aza-bicyclo[3.2.0]hept-6-yl)-phenyl]-benzenesulfonamide

HRID 1173061
ノート
印刷プレビュー

反応式

HRID 1173061 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:14][C@@H:13]3[C@H:9]2[CH2:10][N:11]([C:15](=[O:18])[CH2:16][CH3:17])[CH2:12]3)=[CH:4][CH:3]=1.[CH:19]([C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1)([CH3:21])[CH3:20].C(N(CC)CC)C>O1CCCC1>[CH:19]([C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C@@H:8]3[CH2:14][C@@H:13]4[C@H:9]3[CH2:10][N:11]([C:15](=[O:18])[CH2:16][CH3:17])[CH2:12]4)=[CH:6][CH:7]=2)(=[O:30])=[O:29])=[CH:24][CH:23]=1)([CH3:21])[CH3:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27348824-(Propan-2-yl)benzene-1-sulfonyl chlorideHCID 673664421-[(1R,5S,6R)-6-(4-aminophenyl)-3-aza-bicyclo[3.2.0]hept-3-yl]-propan-1-one

生成物 1

HCID 673660504-Isopropyl-N-[4-((1R,5S,6R)-3-propionyl-3-aza-bicyclo[3.2.0]hept-6-yl)-phenyl]-benzenesulfonamide収率 113.3%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

0.935 g of 1-((1R,5S,6R)-6-(4-amino-phenyl)-3-aza-bicyclo[3.2.0]hept-3-yl)-propan-1-one (3.83 mmol) were dissolved in 30 ml of tetrahydrofuran and 0.795 g of 4-isopropylbenzenesulfonyl chloride (3.64 mmol) and 1.6 ml of triethylamine (11.48 mmol) were added. After stirring for 18 h at room temperature, the solvent was evaporated under reduced pressure, the remaining material was partitioned between diethyl ether and water that was adjusted to alkaline pH with 1 N aqueous sodium hydroxide. The aqueous layer was reextracted three times with diethyl ether, and the combined organic layers were dried over magnesium sulfate, filtered, and the solvent was evaporated to yield 1.76 g of crude product that was used in the subsequent reaction step without further purification.

後処理

  1. customthe solvent was evaporated under reduced pressure
  2. customthe remaining material was partitioned between diethyl ether and water that
  3. dry with materialthe combined organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-092ca0ddbc774f70b49c60cf46acef0b
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07834048B2

反応ノート

読み込み中…

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