Sodium Hydroxide → HCID 59060807, 화합물

HRID 47689노트

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HRID 47689 반응식
[CH:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH3:17])[CH3:16])[C:5]=1[O:6][CH2:7][C@@H:8]1[CH2:10][O:9]1)([CH3:3])[CH3:2].[NH2:18][CH2:19][C@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:39]=[CH:38][C:33]([C:34]([O:36]C)=[O:35])=[CH:32][CH:31]=3)[CH:26]=2)[O:21]1.[OH-].[Na+]>C(O)(C)C>[CH:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH3:17])[CH3:16])[C:5]=1[O:6][CH2:7][C@@H:8]([OH:9])[CH2:10][NH:18][CH2:19][C@H:20]1[CH2:29][CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([C:30]3[CH:31]=[CH:32][C:33]([C:34]([OH:36])=[O:35])=[CH:38][CH:39]=3)[CH:26]=2)[O:21]1)([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 9902206methyl 4-[(2R)-2-(aminomethyl)-3,4-dihydro-2H-chromen-6-yl]benzoateHCID 59060751(2S)-2-[(2,6-diisopropylphenoxy)methyl]oxirane

생성물 1

HCID 59060807HCID 59060807, 화합물수율 41.8%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
80 °C

실험 절차

Crude (2S)-2-[(2,6-diisopropylphenoxy)methyl]oxirane (Example 17, 0.55 mmol), was diluted in 2 mL of isopropanol (10% water), and treated with methyl 4-[(2R)-2-(aminomethyl)-3,4-dihydro-2H-chromen-6-yl]benzoate (Example 39, 88 mg, 0.26 mmol). This mixture was stirred at 80° C. for 72 hours, then 1N sodium hydroxide (2 mL) was added to the solution at room temperature, and stirred for another 0.5 hour. The product was then purified by preparative HPLC (Gradient 0-70% Acetonitrile/0.1% aq. TFA) to obtain 56.3 mg of product (as a TFA salt) MH+518.3 (free base).

후처리

  1. stirringstirred for another 0.5 hour
  2. customThe product was then purified by preparative HPLC (Gradient 0-70% Acetonitrile/0.1% aq. TFA)

출처 및 근거

ORD 기록
ord-9cb09c3b0bca45afbb214f948d123fcf
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699860B2

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