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[ CAS No. 87450-10-0 ] {[proInfo.proName]}

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Chemical Structure| 87450-10-0
Chemical Structure| 87450-10-0
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Product Details of [ 87450-10-0 ]

CAS No. :87450-10-0 MDL No. :MFCD22201537
Formula : C11H20O5 Boiling Point : No data available
Linear Structure Formula :- InChI Key :WQMJFCWQBPUZCK-UHFFFAOYSA-N
M.W : 232.27 Pubchem ID :15917060
Synonyms :
Chemical Name :3,6,9,12-Tetraoxapentadec-14-yn-1-ol

Safety of [ 87450-10-0 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 87450-10-0 ]

* 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 [ 87450-10-0 ]

[ 87450-10-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 98-59-9 ]
  • [ 87450-10-0 ]
  • [ 875770-32-4 ]
YieldReaction ConditionsOperation in experiment
93% With triethylamine; In dichloromethane; at 20℃;Inert atmosphere; A homogeneous solution of L-5-1 (10.98 g, 47.27 mmol) in dry DCM at room temperature under N2 atmosphere was treated with TEA (17.13 mL, 122.90 mmol), p- TsCl (18.02 g, 94.54 mmol) and stirred to room temperature overnight. The reaction mixture was concentrated in vacuo. The residue was purified by flash chromatography (EA : HEX = 1 : 3 to 1 : 1) to give the title compound: L-5-2 (17.06 g, 93 %) as a liquid.NMR (400 MHz, CDCb) S 7.79-7.77 (m, 2H), 7.33-7.30 (m, 2H), 4.20-4.10 (m, 4H), 3.71-3.55 (m, 14H), 2.43-2.40 (m, 4H).
86% With triethylamine; In dichloromethane; at 0 - 20℃; To a solution of compound 26 (2.7 g, 11.6 mmol) in dichloromethane (5 mL), was added triethylamine (3.2 mL, 23.2 mmol). The resulted mixture was cooled to 0C. To the mixture, tosyl chloride (2.33 g, 12.2 mmol) was added. The resulted mixture was allowed to warm to room temperature and stirred at room temperature overnight. To the mixture, water (10 mL) was added. The resulted mixture was extracted with dichloromethane (3 x 10 mL). The organic layer was washed with 6 N HC1 (15 mL), water (10 mL), sodium bicarbonate (5%, 10 mL) and brine (10 mL), dried over magnesium sulfate and concentrated in vacuum. The residue was submitted to purification with column chromatography using silica gel and solvent system from dichloromethane to 2/98 (v/v) methanol/dichloromethane, affording compound 27 as a colorless oil (3.83 g, 86%).
76% With triethylamine; In dichloromethane; at 0 - 20℃; for 16h;Inert atmosphere; SI (0.8 g, 3.44 mmol) and triethylamine (1.440 ml, 10.33 mmol) were dissolved in CH2CI2 (6mL) and cooled down to 0C. A solution of tosyl chloride (0.788 g, 4.13 mmol) in CH2CI2 (3mL) was then added to the cooled solution. The reaction was then allowed to warm up to room temperature and stirred for l6h. The reaction was quenched with saturated aqueous NH4CI. The mixture was extracted with CH2CI2, washed with 1M HC1, water, and brine, respectively. The organic phase was then dried over anhydrous Na2S04, filtered and concentrated to dryness. The crude mixture was purified with silica gel column chromatography. The product was obtained as clear colorless viscous liquid (l.Olg, 76%).1H-NMR (400 MHz, Chloroform-ri) d 7.79 (d , J= 8.3 Hz, 2H), 7.33 (dt, J= 7.9, 0.7 Hz, 2H), 4.18 (d, J= 2.4 Hz, 2H), 4.16 - 4.12 (m, 2H), 3.71 - 3.60 (m, 10H), 3.57 (s, 4H), 2.44 (s, 3H), 2.42 (t, J= 2.4 Hz, 1H). HPLC-MS calcd for C18H27O7S [M+H]+ 387.15 found 387.37
32% With pyridine; In dichloromethane; at 0 - 20℃; Into a 100-mL 3-necked round-bottom flask, was placed a solution of 266a.0 (2 g, 8.19 mmol, 1.00 equiv, 95%) in dichloromethane (10 mL), pyridine (15 mL). This was followed by the addition of 4-methylbenzene-1-sulfonyl chloride (3.27 g, 17.21 mmol, 2.00 equiv), in portions at 0-10 C. The resulting solution was stirred overnight at room temperature. The resulting solution was diluted with 200 mL of ethyl acetate. The resulting mixture was washed with 1*30 mL of water and 2*30 mL of 10% hydrogen chloride. The resulting mixture was washed with 1*30 mL of sodium bicarbonate and 1*30 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 1.2 g (32%) of 2-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate as light brown oil.

  • 2
  • [ 875770-32-4 ]
  • [ 87450-10-0 ]
  • [ 1092554-87-4 ]
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