Tetrahydrofuran → 3-Cyclohexylpropyl-(ethyl)carbamate

HRID 451766

반응식

HRID 451766 반응식
[CH:1]1([CH2:7][C@H:8](NC(=O)OC(C)(C)C)[CH2:9]NCC)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O[N:31]1[C:36](=[O:37])C[CH2:34][C:32]1=O)(OCC[Si](C)(C)C)=O.C1C[O:41]CC1>>[CH:1]1([CH2:7][CH2:8][CH2:9][O:41][C:36](=[O:37])[NH:31][CH2:32][CH3:34])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 50183862,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonateHCID 59201304(S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate

생성물 1

HCID 1317307163-Cyclohexylpropyl-(ethyl)carbamate수율 45%

실험 절차

To a solution of (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate (338 mg) and TeocOSu (386 mg, 1.49 mmol) in THF was added TEA (0.6 mL). The resulting solution was stirred at rt for 30 min and evaporated. The residue was purified through chromatography on silica gel to give (S)-2-(trimethylsilyl)ethyl 2-(N-tert-butoxycarbonyl)amino)-3-cyclohexylpropyl-(ethyl)carbamate (287 mg, 45% over 2 steps).

후처리

  1. customevaporated
  2. customThe residue was purified through chromatography on silica gel

출처 및 근거

ORD 기록
ord-e0de30f8a9114fa4950dea2fb477176d
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487108B2

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