Trimethylsilyl isocyanate → (R)-tert-butyl 3-ureidopyrrolidine-1-carboxylate

HRID 57541

반응식

HRID 57541 반응식
[NH2:1][C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1.[Si]([N:18]=[C:19]=[O:20])(C)(C)C.CCN(C(C)C)C(C)C>ClCCl>[NH:1]([C@@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:3]1)[C:19]([NH2:18])=[O:20]

참가 물질

5

반응물 3

HCID 70696Trimethylsilyl isocyanateHCID 81531DiisopropylethylamineHCID 854070(R)-(+)-1-Boc-3-aminopyrrolidine

생성물 1

HCID 71113416(R)-tert-butyl 3-ureidopyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of (R)-tert-butyl 3-aminopyrrolidine-1-carboxylate (180 mg, 1 mmol) in dichloromethane was added TMS-NCO (1 g, 8.7 mmol) and DIPEA (1.2 g, 10 mmol). The mixture was stirred at room temperature overnight, then was concentrated in vacuo. The residue was treated with EtOAc/H2O, the organic layer was combined, washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give the crude title compound.

후처리

  1. concentrationwas concentrated in vacuo
  2. additionThe residue was treated with EtOAc/H2O
  3. washwashed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-03b908eb6c974305becfdd62d3cb84c4
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434726B2

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