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[ CAS No. 89922-82-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 89922-82-7
Chemical Structure| 89922-82-7
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Product Details of [ 89922-82-7 ]

CAS No. :89922-82-7 MDL No. :MFCD04039464
Formula : C9H20O2Si Boiling Point : -
Linear Structure Formula :- InChI Key :WGWCJTNWUFFGFH-UHFFFAOYSA-N
M.W : 188.34 Pubchem ID :3662392
Synonyms :

Safety of [ 89922-82-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P210-P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P370+P378-P403+P233-P403+P235-P405-P501 UN#:N/A
Hazard Statements:H227-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 89922-82-7 ]

* 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 [ 89922-82-7 ]

[ 89922-82-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 6086-21-1 ]
  • [ 89922-82-7 ]
  • [ 153851-58-2 ]
  • 2
  • [ 89922-82-7 ]
  • [ 1397-89-3 ]
  • C65H113NO19Si2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; water; sodium cyanoborohydride; In N,N-dimethyl-formamide; at 20℃; for 16h; Example 3. Synthesis of N,N-Di- (3-hydroxypropyl) -AmB (4):; To a solution of 3- ( tert-butyldimethylsiloxy) -propanal (300 mg, 1.60 iMol) and AmB (Ia) (365 mg, 0.400 itnnol) in DMF (3.00 itiL) was added NaBH3CN (100 mg, 1.60 mmol) followed by a drop of cone. HCl. After 16 h at room temperature, Amberlite IRA-743 (400 mg) was added and the mixture was stirred for an hour. After filtration, the solution was concentrated down and added dropwise to diethyl ether (250 mL) . The yellow precipitate was filtered and purified by flash chromatography (40-8-1 CHCl3-MeOH-H2O) . The isolated yellow solid was dissolved in MeOH (5.00 mL) in a plastic bottle. At 0 0C, diluted HF?pyridine solution (1.00 mL, prepared from 0.500 mL of the 70% HF'pyridine commercial solution and 0.500 mL of pyridine) was added. After 2 h at room tempera- ture, the solution was concentrated and added dropwise to diethyl ether (250 mL) . The yellow precipitate was filtered and washed with diethyl ether (2 X 100 mL) providing the desired compound 4 as a yellow solid (104 mg, 28%) . 1H NMR (500 MHz,DMSO-d6) delta 6.47-6.06 (m, 13H), 5.94 (dd, J = 15, 9 Hz, IH), 5.90 (s, IH), 5.45 (dd, J = 15, 10 Hz, IH), 5.36 (s, IH), 5.22-5.20 (m, IH), 4.79-4.76 (m, 2H), 4.72 (s, IH), 4.61 (s, IH), 4.45- 4.38 (m, IH), 4.24-4.21 (m, IH), 4.06-3.92 (m, 2H), 3.60-3.02 (m, OH), 2.31-2.26 (m, IH), 2.18 (d, J = 6 Hz, IH), 2.00-1.97 (m, IH), 1.90-1.87 (m, IH), 1.76-1.72 (m, 2H), 1.60-1.52 (m, 2H), 1.42-1.21 (m, 18H), 1.11 (d, J = 6 Hz, 3H), 1.04 (d, J = 6 Hz, 3H), 0.92 (d, J = I Hz, 3H), 13C NMR (125 MHz, DMSO-de) delta 174.2, 170.5, 136.7, 133.7, 133.5, 133.2, 133.1, 132.5, 132.3, 132.2, 132.0, 131.8, 131.1, 129.0, 97.2, 77.1, 74.6, 73.7, 73.5, <n="61"/>73.1, 69.1, 68.8, 67.6, 66.8, 66.2, 65.3, 65.0, 64.4, 58.7,56.8, 46.0, 44.7, 44.2, 42.3, 42.0, 36.7, 35.0, 28.9, 18.4,17.8, 16.9, 12.0; MALDI-TOF calcd for C53H85NOi9 [M+H+]+: 1040.5894. Found: 1040.5789.
  • 3
  • [ 4102-60-7 ]
  • [ 89922-82-7 ]
  • (12Z,15Z)-1-((tert-butyldimethylsilyl)oxy)henicosa-12,15-dien-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.7 g Intermediate 49a: (12Z,15Z)-1-((tert-butyldimethylsilyl)oxy)henicosa-12,15-dien-3-ol Magnesium turnings (0.516mg, 21.2mmol) were weighed into a pre-dried 100 ml_ flask. The flask was charged with nitrogen, sealed with a septum pierced with a 16G needle outlet and put in an oven at 120 C for 2 hours. The flask was removed from the oven, the needle was removed, and the flask was allowed to cool to ambient temperature. To the flask, 40 ml_ of anhydrous THF and a catalytic amount of iodine was added, followed by the addition of linoelyl bromide (5.25g, 16.0mmol). The flask was connected with a condenser and the reaction was refluxed under N2 until most of magnesium was consumed (about 1 hr), then cooled to room temperature. To a solution of 3-(tert-butyldimethylsilyloxy) propanal (Intermediate 1g, 2.5g, 13.3mmol) in 50ml THF, cooled in an ice-water bath, the above prepared Grinard reagent was added dropwise. The reaction stirred for 30min. The reaction was quenched with Sat. NaHC03, and extracted with ethyl acetate. The combined organic extracts were dried, concentrated under reduced pressure, and purfied on silica gel with 10% ethylacetate / heptane as eluent to afford 2.7g of the desired product. 1 H NMR (400 MHz, CDCI3) delta = 5.17-5.37 (m, 4H), 3.78-3.87 (m, 1 H), 3.67-3.78 (m, 2H), 2.68 (t, J=4.0 Hz, 2H), 1.89-2.05 (m, 4H), 1.53-1.64 (m, 2H), 1.12-1.44 (m, 18H), 0.77-0.85 (m, 14H), 0.00 (s, 6H).
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