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35148869590
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35148842946
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note
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General procedure for Sharpless AD: AD α mix (5.54 g) was dissolved in a mixture of t-BuOH/water (20 mL/20 mL) and cooled down to 0 °C. The alkene (2.0 mmol) and methansulfonamide (2.0 mmol) were added and the reaction mixture was stirred at 0 °C for 12 h. The reaction was quenched with sodium sulfite (5 g) and the solvent was removed in vacuo. Ethanol (15 mL) was added to the crude mixture and the mixture was heated under reflux for 1 h. The salt was filtered off and the crude compound purified by flash column chromatography on silica.
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17
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35148866624
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note
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General procedure for sulfation: The alcohol (0.3 mmol) was dissolved in N,N-dimethylformamide (3.8 mL). Sulfur trioxide-trimethylamine complex (1.68 mmol) was added and the reaction mixture was stirred at 40 °C for 12 h. The solvent was removed in vacuo and the crude product was purified by flash column chromatography.
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19
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11644261806
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Morris G.M., Goodsell D.S., Halliday R.S., Huey R., Hart W.E., Belew R.K., and Olson A.J. J. Comput. Chem. 19 (1998) 1639
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Hart, W.E.5
Belew, R.K.6
Olson, A.J.7
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20
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35148855051
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note
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Autodock parameters: Translation, Quaternion and Torsion reduction factor 1/cycle; No. of top inividudals that automatically survive 1; Rate of gene mutation 0.02; Rate of crossover 0.8; No. of generations for picking worst individual 10; Mean of Cauchy distribution for gene mutation 0; Variance of Cauchy distribution for gene mutation 1; No. of iterations of Solis and Wets local search 300; No. of consecutive successes before changing p 4; No. of consecutive failures before changing p 4; Size of local search space to sample 1; Lower bound on p 0.01; Probability of performing local search on an individual 0.06; Total number of energy evaluations 10 million; Populations in the generic algorithm 250.
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21
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84986437005
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Mohamadi F., Richards N.G.J., Guida W.C., Liskamp R., Lipton M., Caufield C., Chang G., Hendrickson T., and Still W.C. J. Comput. Chem. 11 (1990) 440
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Richards, N.G.J.2
Guida, W.C.3
Liskamp, R.4
Lipton, M.5
Caufield, C.6
Chang, G.7
Hendrickson, T.8
Still, W.C.9
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