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Chemical Structure| 7284-07-3 Chemical Structure| 7284-07-3

Structure of 7284-07-3

Chemical Structure| 7284-07-3

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Product Details of [ 7284-07-3 ]

CAS No. :7284-07-3
Formula : C9H14O4
M.W : 186.21
SMILES Code : O[C@H]1[C@@H](C=C)O[C@]2([H])OC(C)(C)O[C@@]21[H]
MDL No. :N/A

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Application In Synthesis of [ 7284-07-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 7284-07-3 ]

[ 7284-07-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 18442-22-3 ]
  • [ 7284-07-3 ]
  • 7-((E)-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)vinyl)chroman-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% With tetrabutylammomium bromide; sodium formate; palladium diacetate; In tetrahydrofuran; at 100℃; for 3h; A mixture of chromanone 2a (150 mg, 0.5 mmol), vinylfuranose3 (93 mg, 0.5 mmol), TBAB (322 mg, 1 mmol), HCO2Na (51 mg,0.75 mmol), and Pd(OAc)2 (7 mg, 6 mol%) in THF (10 mL) wasstirred at 100 C for 1 h. The solvent was then removed underreduced pressure and the crude product was purified bycolumn chromatography [silica gel (60-120 mesh), hexane-EtOAc (3:1)] to give a pale-yellow solid; yield: 15 mg (79%); mp145-150C. IR (KBr): 1018, 1076, 1163, 1215, 1256, 1434, 1612,1684, 2926, 3399 cm-1. 1H NMR (360 MHz, CDCl3): delta = 7.83 (d, J= 8.2 Hz, 1 H), 7.07 (dd, J = 8.2, 1.3 Hz, 1 H), 6.96 (s, 1 H), 6.80 (d,J = 16.0 Hz, 1 H), 6.37 (dd, J = 16.1, 5.4 Hz, 1 H), 6.01 (d, J = 3.7Hz, 1 H), 4.92-4.87 (m, 1 H), 4.62 (d, J = 3.6 Hz, 1 H), 4.53 (t, J =6.4 Hz, 2 H), 4.21 (d, J = 2.6 Hz, 1 H), 2.80 (d, J = 6.4 Hz, 2 H), 1.54(s, 3 H), 1.35 (s, 3 H). 13C NMR (90 MHz, CDCl3): delta = 191.5, 162.2,144.0, 133.0, 127.7, 126.3, 120.8, 119.7, 115.9, 112.1, 104.8,85.2, 80.7, 76.4, 67.2, 37.8, 26.9, 26.3. Anal. Calcd for C18H20O6:C, 65.05; H, 6.07. Found: C, 65.08; H, 6.10.
  • 2
  • [ 19063-55-9 ]
  • [ 7284-07-3 ]
  • 6-((E)-2-((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)vinyl)-2H-chromen-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With potassium chloride; tetrabutylammomium bromide; palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 4h; General procedure: A mixture of compound 1a (150 mg, 0.5 mmol), 3 (93 mg, 0.5 mmol), TBAB (322 mg, 1mmol), K2CO3 (104 mg, 0.75 mmol), and Pd(OAc)2 (7 mg, 6 mol%) was stirred in anhydrousDMF (10 mL) at 100 C for 3 h. Then the solvent was removed under reduced pressure andthe crude product was purified by silica gel (60-120 mesh) column chromatography usingHexane-EtOAc (1:2) as an eluent to give the solid compound 4a;
 

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