(S)-3,3-dimethyl-2-(1-phenylethylimino)-butyramide → (2S)-2-Amino-3,3-dimethylbutanamide

HRID 726877ノート

反応式

HRID 726877 の反応式
[CH3:1][C:2]([CH3:17])([CH3:16])[C:3](=[N:7][C@H](C1C=CC=CC=1)C)[C:4]([NH2:6])=[O:5]>CO.[Pd]>[NH2:7][C@H:3]([C:4]([NH2:6])=[O:5])[C:2]([CH3:17])([CH3:16])[CH3:1]

参加物

4

反応物 1

HCID 53842782(S)-3,3-dimethyl-2-(1-phenylethylimino)-butyramide

生成物 1

HCID 11297986(2S)-2-Amino-3,3-dimethylbutanamide収率 78.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A solution of 12.0 g (51.7 mmol) of (S)-3,3-dimethyl-2-(1-phenylethylimino)-butyramide in 200 ml of methanol was hydrogenated in a low pressure hydrogenation apparatus in the presence of 2.0 g of 5 percent Pd/C at 40° C. and normal pressure for 6.5 hours. After cooling the catalyst was filtered off and the filtrate was evaporated to dryness: 6.7 g (99.5%) of white crystals containing 90.8% (S)-tert-leucinamide, 97.0% e.e. Recrystallization from 40 ml of cyclohexane yielded 5.3 g (78.5%) of (S)-tert-leucinamide as white crystals, m.p. 104°-105° C., [α]=-23.2 (c=1, CHCl3), 96.9% e.e.

後処理

  1. temperatureAfter cooling the catalyst
  2. filtrationwas filtered off
  3. customthe filtrate was evaporated to dryness
  4. addition6.7 g (99.5%) of white crystals containing 90.8% (S)-tert-leucinamide, 97.0% e.e
  5. customRecrystallization from 40 ml of cyclohexane

出典と根拠

ORDレコード
ord-b17eb69d6e4f402f9f0f89ab2362aa2f
出典データセット
uspto-grants-1998_01
特許番号
US05710322

反応ノート

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