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

HRID 57404ノート

反応式

HRID 57404 の反応式
[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]

参加物

4

反応物 2

HCID 9321Hydrazine2 回HCID 10856577Boc-L-alanine methyl ester

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  1. temperatureheating
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-af3f2e06c332425aab8953dc44bfeb70
出典データセット
uspto-grants-2016_09
特許番号
US09434719B2

反応ノート

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