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78650915192
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The yield for the two steps averaged 74% on a 10 kg scale. The reaction was inhibited by base, including imidazole, and promoted by water and AcOH. In spite of the thorough attempts to identify all variables in this reaction, on scale the reaction displayed a variable reaction time, and up to 48 h and addition of more reagent were employed in one case.
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The yield for the two steps averaged 74% on a 10 kg scale. The reaction was inhibited by base, including imidazole, and promoted by water and AcOH. In spite of the thorough attempts to identify all variables in this reaction, on scale the reaction displayed a variable reaction time, and up to 48 h and addition of more reagent were employed in one case.
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19
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78650916711
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note
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8.
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0026000522
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Lin, T.-S.; Luo, M.-Z.; Liu, M.-C.; Clarke-Katzenburg, R. H.; Cheng, Y.-C.; Prusoff, W. H.; Mancini, W. R.; Birnbaum, G. I.; Gabe, E. J.; Giziewicz, J. J. Med. Chem. 1991, 34, 2607
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(1991)
J. Med. Chem.
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, pp. 2607
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Lin, T.-S.1
Luo, M.-Z.2
Liu, M.-C.3
Clarke-Katzenburg, R.H.4
Cheng, Y.-C.5
Prusoff, W.H.6
Mancini, W.R.7
Birnbaum, G.I.8
Gabe, E.J.9
Giziewicz, J.10
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78650909071
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1H NMR is quite sufficient to determine the level of silanol-related contaminants, given the high intensity of the isopropyl peaks.
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1H NMR is quite sufficient to determine the level of silanol-related contaminants, given the high intensity of the isopropyl peaks.
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23
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78650903461
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In preliminary tests, hydrogenation of 6 was sluggish and less diastereoselective.
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In preliminary tests, hydrogenation of 6 was sluggish and less diastereoselective.
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24
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78650866737
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A full description of the screening results can be found in the Supporting Information.
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A full description of the screening results can be found in the Supporting Information.
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