Acetone → (4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid

HRID 491906노트

반응식

HRID 491906 반응식
[C:1]([O:5][C:6]([N:8]1[C:12](=[O:13])[CH2:11][CH2:10][C@H:9]1[CH:14]([CH3:16])[CH3:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)=[O:19].[OH-].[Na+].S(=O)(=O)(O)[O-].[Na+]>O>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH:14]([CH3:16])[CH3:15])[CH2:10][CH2:11][C:12]([OH:19])=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 14798Sodium HydroxideHCID 516919Sodium BisulfateHCID 60054970tert-Butyl (S)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

생성물 1

HCID 57678353(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A 2 L, one-necked flask (equipped with a magnetic stir bar and a nitrogen inlet) was charged with (S)-2-isopropyl-5-oxo-pyrrolidine-1-carboxylic acid, tert-butyl ester prepared in Step C above (77.4 g, 0.341 mol) and acetone (260 mL). To this solution was added 1M aqueous sodium hydroxide (408 mL, 0.408 mol), and the reaction mixture was stirred 30 minutes. The acetone was removed in vacuo and the resulting aqueous slurry was acidified, with vigorous stirring, by addition of solid sodium bisulfate (55 g, 0.45 mol) and diluted to 1 L with deionized water. The slurry was stirred for 2 h and the resulting white solid was collected by filtration, washed with deionized water, and dried in a vacuum oven to yield the product as a white solid.

후처리

  1. customA 2 L, one-necked flask (equipped with a magnetic stir bar and a nitrogen inlet)
  2. customThe acetone was removed in vacuo
  3. stirringThe slurry was stirred for 2 h
  4. filtrationthe resulting white solid was collected by filtration
  5. washwashed with deionized water
  6. customdried in a vacuum oven

출처 및 근거

ORD 기록
ord-0508da52b5e948d08766fca28170a466
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531545B2

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