Borane;tetrahydrofuran → 2-(6-Ethylamino-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl ester

HRID 2104264ノート

反応式

HRID 2104264 の反応式
[C:1]([O:5][C:6](=[O:27])[C:7]([S:10][C:11]1[C:20]([O:21][CH3:22])=[CH:19][C:18]2[CH2:17][CH:16]([NH:23][C:24](=O)[CH3:25])[CH2:15][CH2:14][C:13]=2[CH:12]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].B.C1COCC1.C(OC(=O)C(SC1C=CC2CC(NCC)CCC=2C=1)(C)C)(C)(C)C>C1COCC1>[C:1]([O:5][C:6](=[O:27])[C:7]([S:10][C:11]1[C:20]([O:21][CH3:22])=[CH:19][C:18]2[CH2:17][CH:16]([NH:23][CH2:24][CH3:25])[CH2:15][CH2:14][C:13]=2[CH:12]=1)([CH3:9])[CH3:8])([CH3:3])([CH3:2])[CH3:4]

参加物

5

反応物 3

HCID 2723981Borane;tetrahydrofuranHCID 688122962-(6-Acetylamino-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl esterHCID 688125622-(6-Ethylamino-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl ester

生成物 1

HCID 688129392-(6-Ethylamino-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(6-acetylamino-3-methoxy-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl ester (0.68 g; 1.74 mmol) in THF (15 mL) was added a solution of 1.0 M borane-THF (15 mL), dropwise at room temperature. The reaction mixture was allowed to stir for 18 h at room temperature, then carefully quenched with MeOH (10 mL) and the solvent evaporated under reduced pressure. The residual oil was further azeotroped with MeOH (3×) to yield a mixture of 2-(6-ethylamino-5,6,7,8-tetrahydronaphthalen-2-ylsulfanyl)-2-methylpropionic acid tert-butyl ester and it's borane complex as an oil.

後処理

  1. customdropwise at room temperature
  2. customcarefully quenched with MeOH (10 mL)
  3. customthe solvent evaporated under reduced pressure
  4. customThe residual oil was further azeotroped with MeOH (3×)
  5. customto yield

出典と根拠

ORDレコード
ord-29170429b87f4a12aae44668fd304936
出典データセット
uspto-grants-2009_08
特許番号
US07576238B2

反応ノート

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