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Hydrochloric Acid → 6-[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-2-naphthoic acid

HRID 2078662
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HRID 2078662 반응식
[C:1]([O:5][C:6]([N:8]([CH2:31][C@@H:32]([C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=1)[OH:33])[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[CH:23]=[C:22]([C:27]([O:29]C)=[O:28])[CH:21]=[CH:20]3)=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl.C(Cl)(Cl)Cl.CO>O1CCOCC1>[C:1]([O:5][C:6]([N:8]([CH2:31][C@@H:32]([C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[CH:35]=1)[OH:33])[CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[CH:23]=[C:22]([C:27]([OH:29])=[O:28])[CH:21]=[CH:20]3)=[CH:15][CH:16]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21584188Chloroform methanolHCID 67097731methyl 6-[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-2-naphthoate

생성물 1

HCID 670970246-[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-2-naphthoic acid수율 97.7%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of methyl 6-[4-[2-[(tert-butoxycarbonyl)-[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]-phenyl]-2-naphthoate (105 mg) and 1N sodium hydroxide (0.375 ml) in 1,4-dioxane (1 ml) was stirred at room temperature for 12 hours. To the resulting mixture were added 1N hydrochloric acid (0.375 ml) and chloroform-methanol (5:1). After separation, the organic layer was dried over anhydrous magnesium sulfate, evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (chlorofom/methanol=10/1) to give 6-[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenyl]-2-naphthoic acid (100 mg).

후처리

  1. customAfter separation
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (chlorofom/methanol=10/1)

출처 및 근거

ORD 기록
ord-b5cf39df9d0a4c0c91cab9945d9cf355
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07928264B2

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