Hydrochloric Acid → alpha-(Difluoromethyl)arginine

HRID 638398

반응식

HRID 638398 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 178512962alpha-(Difluoromethyl)arginine

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c047f1b2107248efa5cf78f9eeebf7f6
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560795

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