Hydrochloric Acid → alpha-(Difluoromethyl)arginine

HRID 638398

反応式

HRID 638398 の反応式
Cl.O.[F:3][CH:4]([F:14])[C:5]([NH2:13])([CH2:9][CH2:10][CH2:11][NH2:12])[C:6]([OH:8])=[O:7].Br.C([NH+:18]=[C:19]([NH2:21])S)C.Cl>[OH-].[Na+]>[F:3][CH:4]([F:14])[C:5]([NH2:13])([CH2:9][CH2:10][CH2:11][NH:12][C:19]([NH2:21])=[NH:18])[C:6]([OH:8])=[O:7]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 441361Ornithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1)HCID 178419565[amino(sulfanyl)methylidene]-ethylazanium;hydrobromide

生成物 1

HCID 178512962alpha-(Difluoromethyl)arginine

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒2 回

実験手順

To a solution of 2-difluoromethyl-2,5-diamino-pentanoic acid monohydrate monohydrochloride (5 g or 21.13 mmole) in NaOH 2M (8.5 ml) is added at once ethylthiouronium hydrobromide (7.82 or 42.26 mmole). The pH of the solution is adjusted to 10.5 with NaOH 2M and maintained to that value for 4 days. The reaction mixture is then neutralized to pH=7 with 1M HCl and concentrated under reduced pressure. The residue is passed on an Amberlite IR 120 H+ form column. Elution with NH4OH 2M affords 2-difluoromethyl-2-amino-5-guanidinopentanoic acid which is recrystallized from H2O/EtOH (2.3 g) m.p. 257° C.

後処理

  1. temperaturemaintained to that value for 4 days
  2. concentrationconcentrated under reduced pressure
  3. washElution with NH4OH 2M

出典と根拠

ORDレコード
ord-c047f1b2107248efa5cf78f9eeebf7f6
出典データセット
uspto-grants-1985_12
特許番号
US04560795

関連ノート

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