Todd:Pictet-Spengler to PZQ: Difference between revisions

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→‎Reaction Tally: notes from Table 2 of paper
(→‎Reaction Tally: added notes on rxns included in Paper Table 1)
(→‎Reaction Tally: notes from Table 2 of paper)
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[http://www.ourexperiment.org/racemic_pzq/4453/TfOH_catalysed_PS_reaction_to_give_PZQ_KAB317.html KAB3-17]
[http://www.ourexperiment.org/racemic_pzq/4453/TfOH_catalysed_PS_reaction_to_give_PZQ_KAB317.html KAB3-17]


[http://www.ourexperiment.org/racemic_pzq/4540/TfOH_catalysed_partial_PS_reactions_to_give_the_enediamide_intermediates_of_PZQ_and_the_Nbenzoyl_analogue_KAB132__KAB171.html KAB13-2 and KAB17-1] synth of enediamide
[http://www.ourexperiment.org/racemic_pzq/4540/TfOH_catalysed_partial_PS_reactions_to_give_the_enediamide_intermediates_of_PZQ_and_the_Nbenzoyl_analogue_KAB132__KAB171.html KAB13-2 and KAB17-1] synth of enediamide, 5 mol% TfOH, 88% yield


[http://www.ourexperiment.org/racemic_pzq/5037/AgOTf_catalysed_PS_reaction_to_give_the_PZQ_enamide_KAB133.html KAB13-3] enediamide
[http://www.ourexperiment.org/racemic_pzq/5037/AgOTf_catalysed_PS_reaction_to_give_the_PZQ_enamide_KAB133.html KAB13-3] enediamide
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[http://www.ourexperiment.org/racemic_pzq/4344/TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB13.html KAB1-3]
[http://www.ourexperiment.org/racemic_pzq/4344/TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB13.html KAB1-3]


[http://www.ourexperiment.org/racemic_pzq/4380/TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB14.html KAB1-4] used heavily
[http://www.ourexperiment.org/racemic_pzq/4380/TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB14.html KAB1-4] used heavily, in paper, 10 mol% TfOH 99% yield


[http://www.ourexperiment.org/racemic_pzq/4520/TfOH_catalysed_PS_reactions_to_give_the_dimethoxy_PZQ_analogues_KAB814__KAB15.html KAB8-14 and KAB1-5] continued as [http://www.ourexperiment.org/racemic_pzq/6441/mnr12X__duplicate_post_of_KAB814.html KAB8-14, KAB1-5 continued] used extensively
[http://www.ourexperiment.org/racemic_pzq/4520/TfOH_catalysed_PS_reactions_to_give_the_dimethoxy_PZQ_analogues_KAB814__KAB15.html KAB8-14 and KAB1-5] continued as [http://www.ourexperiment.org/racemic_pzq/6441/mnr12X__duplicate_post_of_KAB814.html KAB8-14, KAB1-5 continued] used extensively, in paper, 5 mol% TfOH, 91% yield


[http://www.ourexperiment.org/racemic_pzq/4755/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB16.html KAB1-6] Silver triflate example 78% yield
[http://www.ourexperiment.org/racemic_pzq/4755/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_PZQ_analogue_KAB16.html KAB1-6] 10 mol% silver triflate example 78% yield


[http://www.ourexperiment.org/racemic_pzq/5407/TfOH_catalysed_PS_reaction_of_MNR83_to_give_MNR1113.html MNR11-13]
[http://www.ourexperiment.org/racemic_pzq/5407/TfOH_catalysed_PS_reaction_of_MNR83_to_give_MNR1113.html MNR11-13]
Line 505: Line 505:
[http://www.ourexperiment.org/racemic_pzq/3330/Acidmediated_PictetSpengler_of_KAB61_to_give_Nbenzoylderivative_of_PZQ_MNR142.html MNR14-2]
[http://www.ourexperiment.org/racemic_pzq/3330/Acidmediated_PictetSpengler_of_KAB61_to_give_Nbenzoylderivative_of_PZQ_MNR142.html MNR14-2]


[http://www.ourexperiment.org/racemic_pzq/4441/TfOH_catalysed_PS_reaction_to_give_the_Nbenzoyl_PZQ_analogue_KAB73.html KAB7-3]
[http://www.ourexperiment.org/racemic_pzq/4441/TfOH_catalysed_PS_reaction_to_give_the_Nbenzoyl_PZQ_analogue_KAB73.html KAB7-3] 10 mol% TfOH, 93%, enediamide


[http://www.ourexperiment.org/racemic_pzq/4540/TfOH_catalysed_partial_PS_reactions_to_give_the_enediamide_intermediates_of_PZQ_and_the_Nbenzoyl_analogue_KAB132__KAB171.html KAB13-2 and KAB17-1] synth of enediamide
[http://www.ourexperiment.org/racemic_pzq/4540/TfOH_catalysed_partial_PS_reactions_to_give_the_enediamide_intermediates_of_PZQ_and_the_Nbenzoyl_analogue_KAB132__KAB171.html KAB13-2 and KAB17-1] synth of enediamide
Line 564: Line 564:
[http://www.ourexperiment.org/racemic_pzq/4323/The_TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB811.html KAB8-11]
[http://www.ourexperiment.org/racemic_pzq/4323/The_TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB811.html KAB8-11]


[http://www.ourexperiment.org/racemic_pzq/4376/The_TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB812.html KAB8-12]
[http://www.ourexperiment.org/racemic_pzq/4376/The_TfOH_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB812.html KAB8-12] in paper, 10 mol% TfOH, 92% yield


[http://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.html KAB8-13] Silver chloride control, no conversion.
[http://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.html KAB8-13] Silver chloride control, no conversion.


[http://www.ourexperiment.org/racemic_pzq/4520/TfOH_catalysed_PS_reactions_to_give_the_dimethoxy_PZQ_analogues_KAB814__KAB15.html KAB8-14 and KAB1-5]
[http://www.ourexperiment.org/racemic_pzq/4520/TfOH_catalysed_PS_reactions_to_give_the_dimethoxy_PZQ_analogues_KAB814__KAB15.html KAB8-14 and KAB1-5] in paper, 5 mol% TfOH, 96% yield


[http://www.ourexperiment.org/racemic_pzq/4684/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB815.html KAB8-15] Used in paper. Silver triflate. Anhydrous.
[http://www.ourexperiment.org/racemic_pzq/4684/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB815.html KAB8-15] Used in paper. 10 mol% silver triflate. Anhydrous, 87% yield.


[http://www.ourexperiment.org/racemic_pzq/4856/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB816.html KAB8-16]
[http://www.ourexperiment.org/racemic_pzq/4856/AgOTf_catalysed_PS_reaction_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB816.html KAB8-16]
2,957

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