Hydrazine → tert-butyl N-((1S)-1-(hydrazinecarbonyl)ethyl)carbamate

HRID 57404노트

반응식

HRID 57404 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:14])[C:10](OC)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:15][NH2:16]>C1COCC1>[C:1]([O:5][C:6](=[O:7])[NH:8][C@@H:9]([CH3:14])[C:10]([NH:15][NH2:16])=[O:11])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 9321Hydrazine2회HCID 10856577Boc-L-alanine methyl ester

생성물 1

HCID 10241974tert-butyl N-((1S)-1-(hydrazinecarbonyl)ethyl)carbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of (S)-methyl 2-((tert-butoxycarbonyl)amino)propanoate (1.00 g, 4.92 mmol) and hydrazine (0.23 mL, 1.5 equiv) in THF (8 mL) was heated in a sealed tube at 72° C. for 15 hours. Additional hydrazine (0.23 mL, 1.5 equiv) was added and heating was continued for another 21 hours. The reaction was then cooled to room temperature and concentrated in vacuo to give crude (S)-tert-butyl(1-hydrazinyl-1-oxopropan-2-yl)carbamate (1 g, white solid), which was used without purification. 1H NMR (400 MHz, CDCl3) δ 4.20 (m, 1H), 1.44 (s, 9H), 1.36 (d, J=7.1 Hz, 3H).

후처리

  1. temperatureheating
  2. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-af3f2e06c332425aab8953dc44bfeb70
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434719B2

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