Hydrochloric Acid → HCID 46207711, 화합물

HRID 2209344노트

반응식

HRID 2209344 반응식
[CH3:1]/[C:2](/[CH2:22][CH2:23]/[CH:24]=[C:25](\[CH3:32])/[CH2:26][CH2:27][CH:28]=[C:29]([CH3:31])[CH3:30])=[CH:3]\[CH2:4][S:5][CH2:6][C@@H:7]([C:19]([OH:21])=[O:20])[NH:8][C:9](=[O:18])[NH:10][CH2:11][CH2:12][C:13](=[O:17])[O:14]CC.[Li+].[OH-].C(OCC)(=O)C.Cl>C1COCC1.O>[C:13]([CH2:12][CH2:11][NH:10][C:9](=[O:18])[NH:8][C@@H:7]([CH2:6][S:5][CH2:4]/[CH:3]=[C:2](\[CH3:1])/[CH2:22][CH2:23]/[CH:24]=[C:25](\[CH3:32])/[CH2:26][CH2:27][CH:28]=[C:29]([CH3:30])[CH3:31])[C:19]([OH:21])=[O:20])([OH:17])=[O:14]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 46207474HCID 46207474, 화합물

생성물 1

HCID 46207711HCID 46207711, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

In a 100 mL round bottom flask, Compound D of Example 6 (100 mg, 0.21 mmol) was dissolved in THF (10 mL). LiOH (500 mg, 20 mmol) in water (5 mL) was added to the reaction solution. The reaction mixture was stirred at room temperature overnight. Ethyl acetate (100 mL) was added to the reaction mixture. The reaction mixture was acidified by 1 N HCl solution (pH=4.0). The organic portion was separated and dried over Na2SO4, concentrated and purified by HPLC (40 mg, 41%) to yield Compound G. 1H-NMR (500 MHz, MeOH-d4): δ 1.62 (bs, 6H), 1.69 (s, 3H), 1.70 (s, 3H), 1.99 (m, 2H), 2.08 (m, 6H), 2.51 (t, J=6.5, 2H), 2.79 (dd, J=7.0, 14.0 Hz, 1H), 2.93 (dd, J=4.5, 8.1 Hz, 1H), 3.17 (dd, J=7.0, 13.0 Hz, 1H), 3.28 (dd, J=9.0, 15.0 Hz, 1H), 3.40 (t, J=6.5 Hz, 3H), 4.50 (dd, J=5.0, 6.5 Hz, 1H), 5.11 (m, 2H), 5.23 (t, J=7.5, 1H). 13C-NMR (125 MHz, MeOH-d4): δ 16.1, 16.2, 17.8, 26.0, 27.4, 27.8, 30.5, 34.4, 35.7, 36.8, 40.8, 40.9, 54.1, 121.7, 125.2, 125.5, 132.1, 136.3, 140.5, 160.3, 175.1, 175.7; ES-MS: mass calcd for Chemical Formula: C22H36N2O5S 440.6. Found (M+Na) m/z 463.3.

후처리

  1. customThe organic portion was separated
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. custompurified by HPLC (40 mg, 41%)

출처 및 근거

ORD 기록
ord-a86b861f701b482683fc4264b7e97de7
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09376383B2

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