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

HRID 2104264노트

반응식

HRID 2104264 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-29170429b87f4a12aae44668fd304936
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576238B2

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