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(R)-6-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)-2-hexanone → (R)-tert-butyl 2-methylpiperidin-3-ylcarbamate

HRID 1050557
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인쇄 미리보기

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HRID 1050557 반응식
C(OC([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C:16](=O)[CH3:17])=O)C1C=CC=CC=1>CC(O)C.[Pd]>[CH3:17][C@@H:16]1[CH:15]([NH:19][C:20](=[O:21])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:14][CH2:13][CH2:12][NH:11]1
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참가 물질

4

반응물 1

HCID 98005910(R)-6-(benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)-2-hexanone

생성물 1

HCID 118114667(R)-tert-butyl 2-methylpiperidin-3-ylcarbamate수율 97%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 3776Isopropanol용매

실험 절차

(R)-6-(Benzyloxycarbonylamino)-3-(tert-butoxycarbonylamino)-2-hexanone (306) (14.3 g, 39.3 mmol) was divided in 2 equal batches and each batch was dissolved in IPA (70 mL), combined with 10% Pd/C (5.5 g), and hydrogenated on a Parr shaker at 50 psi pressure for 12 hours. The batches were combined, filtered through celite and concentrated in vacuo to give (R)-tert-butyl 2-methylpiperidin-3-ylcarbamate (307), (8.2 g, 38 mmol, 97% yield) as a clear oil.

후처리

  1. filtrationfiltered through celite and
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9a8c1a63f1e64868b4bf4e7f390e44d8
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09382246B2

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