Hydrochloric Acid → 2-tert-butoxycarbonylamino-5-((S)-2-methoxymethyl-pyrrolidin-1-yl)-5-oxo-pentanoic acid

HRID 910404노트

반응식

HRID 910404 반응식
C[O:2][C:3](=[O:25])[CH:4]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:5][CH2:6][C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH2:14][O:15][CH3:16])=[O:8].[OH-].[Na+].Cl>CO>[C:21]([O:20][C:18]([NH:17][CH:4]([CH2:5][CH2:6][C:7]([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[CH2:14][O:15][CH3:16])=[O:8])[C:3]([OH:25])=[O:2])=[O:19])([CH3:22])([CH3:24])[CH3:23]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 673924162-tert-butoxycarbonylamino-5-((S)-2-methoxymethyl-pyrrolidin-1-yl)-5-oxo-pentanoic acid methyl ester

생성물 1

HCID 673932042-tert-butoxycarbonylamino-5-((S)-2-methoxymethyl-pyrrolidin-1-yl)-5-oxo-pentanoic acid수율 79%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 2-tert-butoxycarbonylamino-5-((S)-2-methoxymethyl-pyrrolidin-1-yl)-5-oxo-pentanoic acid methyl ester (0.72 g, 2 mmol) in CH3OH (20 mL) was added 2 N aqueous sodium hydroxide (20 mL). After stirred at room temperature for 12 h, the mixture was acidified by the addition of 6 N aqueous hydrochloric acid at 0° C. to pH=4. Most of methanol was removed under reduced pressure and the residue was partitioned between CH2Cl2 (20 mL) and H2O (20 mL). The aqueous layer was further extracted with CH2Cl2 (20 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield the title compound (0.54 g, 79%) as a foamy solid which was used in the next step without further purification.

후처리

  1. customMost of methanol was removed under reduced pressure
  2. customthe residue was partitioned between CH2Cl2 (20 mL) and H2O (20 mL)
  3. extractionThe aqueous layer was further extracted with CH2Cl2 (20 mL)
  4. dry with materialThe combined organic layers were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-59049b7c5eb74afdb4747b9d3ea303e6
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022096B2

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