Tetrabutylammonium Fluoride → HCID 54682287, 화합물

HRID 1003845

반응식

HRID 1003845 반응식
C[O:2][C:3](=[O:32])[CH2:4][C:5](=[O:31])[CH2:6][C:7](O)([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][Si](C(C)(C)C)(C)C)=[CH:12][CH:11]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[OH-].[Na+].C1COCC1>C1COCC1>[OH:31][C:5]1[CH2:6][C:7]([CH2:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[O:32][C:3](=[O:2])[CH:4]=1

참가 물질

5

반응물 3

HCID 2724141Tetrabutylammonium FluorideHCID 20445995Sodium hydroxide tetrahydrofuranHCID 54415537HCID 54415537, 화합물

생성물 1

HCID 54682287HCID 54682287, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The title compound was prepared as described in General Method 7 and General Method 8 using 9.05 g (20 mmol) of 7-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5-hydroxy-3-oxo-5-phenyl-heptanoic acid methyl ester from the previous paragraph, 40 mL (40 mmol) of 1 M tetrabutylammonium fluoride and 20 mL of THF. The resultant crude material was combined with 800 mL of 0.1N NaOH:THF (9:1). After workup the product was purified by silica gel chromatography, eluting with MeOH:CH2Cl2 (5:95 to 10:90) gave the title compound. 1H NMR (CDCl3) δ 2.24 (m, 2 H), 2.42 (m, 1H), 2.63 (m, 1 H), 2.96 (dd, 2 H), 3.33 (dd, 2 H), 5.17 (bs, 1 H), 6.73 (d, 2 H), 6.94 (d, 2 H), 7.33-7.45 (m, 5 H).

후처리

  1. customThe title compound was prepared
  2. customwas purified by silica gel chromatography
  3. washeluting with MeOH:CH2Cl2 (5:95 to 10:90)

출처 및 근거

ORD 기록
ord-b4cdee5806ef460d9c837d6d48f7a8cc
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06046355

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