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Ethanol → ((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid

HRID 408601
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HRID 408601 반응식
C[O:2][C:3](=[O:32])[CH2:4][N:5]([CH2:24][C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)[C:6]([C:8]1([CH3:23])[CH2:11][CH2:10][N:9]1[C:12](=[O:22])[CH2:13][C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([CH3:21])[CH:15]=1)=[O:7].CCO.[OH-].[Na+]>CO>[Cl:31][C:28]1[CH:29]=[CH:30][C:25]([CH2:24][N:5]([CH2:4][C:3]([OH:32])=[O:2])[C:6]([C:8]2([CH3:23])[CH2:11][CH2:10][N:9]2[C:12](=[O:22])[CH2:13][C:14]2[CH:15]=[C:16]([CH3:21])[CH:17]=[C:18]([CH3:20])[CH:19]=2)=[O:7])=[CH:26][CH:27]=1
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5

반응물 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 70558785((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid methyl ester

생성물 1

HCID 70558376((4-Chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

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온도
20 °C

실험 절차

To a solution of ((4-chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid methyl ester, compound 48 (1 eq.) in either EtOH or MeOH was added aqueous NaOH (2N) (2 eq.). The reaction was stirred at 20° C. for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between water and EtOAc. The organic layer was discarded and the aqueous layer was acidified by addition of aqueous HCl (2N) and thoroughly extracted with EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated to afford ((4-chloro-benzyl)-{1-[2-(3,5-dimethyl-phenyl)-acetyl]-2-methyl-azetidine-2-carbonyl}-amino)-acetic acid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe crude was partitioned between water and EtOAc
  3. additionthe aqueous layer was acidified by addition of aqueous HCl (2N)
  4. extractionthoroughly extracted with EtOAc
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1d83123723404f37b8e07317dd79788d
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759334B2

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