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Chemical Structure| 60545-29-1 Chemical Structure| 60545-29-1

Structure of 60545-29-1

Chemical Structure| 60545-29-1

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Product Details of [ 60545-29-1 ]

CAS No. :60545-29-1
Formula : C7H13ClO
M.W : 148.63
SMILES Code : O=C(Cl)C(C)(CC)CC
MDL No. :MFCD00055634

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Application In Synthesis of [ 60545-29-1 ]

* 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 [ 60545-29-1 ]

[ 60545-29-1 ] Synthesis Path-Downstream   1~1

  • 1
  • (4R,6R)-6-{2[(1S,2S,6S,8S,8AR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]ethyl}-tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [ No CAS ]
  • [ 60545-29-1 ]
  • [ 2456-81-7 ]
  • [ 159224-70-1 ]
YieldReaction ConditionsOperation in experiment
100% With sodium chloride; sodium hydrogencarbonate; triethylamine; citric acid; In hexane; water; ethyl acetate; benzene; EXAMPLE 5 (4R,6R)-6-{2-[(1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-Hexahydro-6-t-butyldimethylsilyloxy-8-(2-ethyl-2-methylbutyryloxy)-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one STR27 0.76 ml (5.4 mmol) of triethylamine, 807 mg (5.4 mmol) of 4-(1-pyrrolidinyl)pyridine and 674 mg (4.5 mmol) of 2-ethyl-2-methylbutyryl chloride were added to a solution of 500 mg (0.91 mmol) of (4R,6R)-6-{2-[(1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-hydroxy-2-methyl-1-naphthyl]-ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example B, above] in 10 ml of benzene and the resulting mixture was heated under reflux for 5 hours. At the end of this time, the reaction mixture was diluted with 50 ml of ethyl acetate. The diluted mixture was then washed with 30 ml of water, 30 ml of a 10percent w/v aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride, in that order. The organic phase was then dried over anhydrous magnesium sulfate, after which this phase was filtered. The filtrate was concentrated by evaporation under reduced pressure and the concentrate was purified by flash column chromatography through silica gel, using a 5:1 by volume mixture of hexane and ethyl acetate as the-eluent, to give 601 mg (100percent yield) of the title compound. Nuclear Magnetic Resonance Spectrum (270 MHz, CDCl3) deltappm: 1.07 (3H, singlet); 4.23-4.32 (1H, multiplet); 4.37-4.48 (1H, multiplet); 4.51-4.64 (1H, multiplet); 5.35 (1H, broad singlet); 5.46 (1H, broad singlet); 5.84 (1H, doublet of doublets, J=9.8 and 5.9 Hz); 5.98 (1H, doublet, J=9.8 Hz). Infrared Absorption Spectrum (CHCl3) numax cm-1: 2950, 1720, 1250, 1180, 840. Mass Spectrum (m/e): 662 (M+), 647, 605, 549, 532.
 

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