tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate → Tert-butyl 4-hydroxy-4-[[(2-hydroxy-1-phenyl-ethyl)-[(4-methoxyphenyl)methyl]amino]methyl]piperidine-1-carboxylate

HRID 72890

반응식

HRID 72890 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH:25][CH:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:27][OH:28])=[CH:20][CH:19]=1>C(O)C>[OH:13][C:11]1([CH2:12][N:25]([CH:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:27][OH:28])[CH2:24][C:21]2[CH:20]=[CH:19][C:18]([O:17][CH3:16])=[CH:23][CH:22]=2)[CH2:14][CH2:15][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]1

참가 물질

4

반응물 2

HCID 22135564tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 631843612-[(4-Methoxyphenyl)methylamino]-2-phenyl-ethanol

생성물 1

HCID 70872871Tert-butyl 4-hydroxy-4-[[(2-hydroxy-1-phenyl-ethyl)-[(4-methoxyphenyl)methyl]amino]methyl]piperidine-1-carboxylate수율 82%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of tert-butyl-1-oxa-6-azaspiro[2.5]octane-6-carboxylate (0.7 g, 3.42 mmol) and 2-[(4-methoxyphenyl)methylamino]-2-phenyl-ethanol (800 mg, 3.109 mmol) in ethanol (5 mL) was stirred at 60° C. for 72 hours. The reaction mixture was concentrated in vacuo and purified by silica gel column chromatography using 0 to 10% MeOH in DCM as eluent to yield tert-butyl 4-hydroxy-4-[[(2-hydroxy-1-phenyl-ethyl)-[(4-methoxyphenyl)methyl]amino]methyl]piperidine-1-carboxylate (1.2 g, 82%). ESI-MS m/z calc. 470.6. Found 471.5 (M+1)+; Retention time: 1.45 minutes (3 min run).

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-0d9b081771e249d490f805b6b3a103e1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828996B2

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