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Lawesson's reagent → Boc-l-leucine thioamide

HRID 927442
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인쇄 미리보기

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HRID 927442 반응식
[NH2:1][C:2](=O)[C@@H:3]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH:5]([CH3:7])[CH3:6].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:26])=CC=1>C1(C)C=CC=CC=1>[C:11]([O:10][C:9](=[O:15])[NH:8][C@H:3]([C:2](=[S:26])[NH2:1])[CH2:4][CH:5]([CH3:7])[CH3:6])([CH3:14])([CH3:13])[CH3:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 7201299N~2~-(tert-Butoxycarbonyl)-L-leucinamide

생성물 1

HCID 54281150Boc-l-leucine thioamide수율 140%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

A mixture of (S)-tert-butyl 1-amino-4-methyl-1-oxopentan-2-ylcarbamate (1.8 g, 8 mmol) and Lawesson's reagent (1.58 g, 4 mmol) in toluene (20 mL) was stirred at 90° C. for 2.5 h. After removal of the solvent under reduced pressure, the residue was purified by column chromatography (silica gel, 30 g, ethyl acetate/MeOH, 20/1) to yield the title compound (1.38 g, 72%) as yellow solid; MS: m/e 269.2 [M+H]+.

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

후처리

  1. customAfter removal of the solvent under reduced pressure
  2. customthe residue was purified by column chromatography (silica gel, 30 g, ethyl acetate/MeOH, 20/1)

출처 및 근거

ORD 기록
ord-ee30f376292d4e7b8d7737ccddfe3824
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09290451B2

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