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45105009AgCl catalysed PS to give the dimethoxy <i>N</i>-benzoyl PZQ analogue (KAB8-13)
Experiments
plus.google.com-+KatrinaBadiolaKatrina Badiola [b][u]Hazard and Risk Assessment[/b][/u] [data]3233[/data] [b][u]Previous Related Experiments[/b][/u] [blog]4376[/blog] [b][u]Following Experiments[/b][/u] [blog]4520[/blog] [b][u]Procedure[/u][/b] MNR10-2 (253.6 mg, 0.553 mmol) was dissolved in toluene (25 mL) before the addition of AgCl (29.1 mg, 0.203, 37 mol%) at rt. The mixture was immediately placed in a pre-heated oil bath at 90 °C and reflux heated from 10:55. Taken off heat after 1 hour. [b]Monitoring the Reaction Progress by TLC[/b] All TLCs were eluted with EtOAc/hexane, 5:3, v/v and stained with KMnO4. [data]3279[/data][data]3283[/data][data]3285[/data][data]3287[/data] [b][u]Summary and Conclusion[/b][/u] No reaction of the dimethoxy [i]N[/i]-benzoyl PZQ analogue peptide acetal in the presence of silver chloride. ----------------------------------------------------------------------------- NOTES 21/02/12 - Suspect the silver has been reduced - Black solid in flask. -----------------------------------------------------------------------------]]>PS = Pictet-Spengler

=======================================
Summary and Conclusion
No reaction of the dimethoxy N-benzoyl PZQ analogue peptide acetal in the presence of silver chloride.
=======================================

START: 21/02/12
FINISH: 21/02/12

Background




Hazard and Risk Assessment
Hazard and Risk Assessment KAB8-13


Previous Related Experiments
The TfOH catalysed PS* reaction to give the dimethoxy N-benzoyl PZQ analogue (KAB8-12)

Following Experiments
TfOH catalysed PS* reactions to give the dimethoxy PZQ analogues (KAB8-14 & KAB1-5)

Procedure
MNR10-2 (253.6 mg, 0.553 mmol) was dissolved in toluene (25 mL) before the addition of AgCl (29.1 mg, 0.203, 37 mol%) at rt. The mixture was immediately placed in a pre-heated oil bath at 90 °C and reflux heated from 10:55.

Taken off heat after 1 hour.

Monitoring the Reaction Progress by TLC
All TLCs were eluted with EtOAc/hexane, 5:3, v/v and stained with KMnO4.
TLC of reaction mixture (5 min)
TLC of reaction mixture (15 min)
TLC of reaction mixture (30 min)
TLC of reaction mixture (1 h)


Summary and Conclusion
No reaction of the dimethoxy N-benzoyl PZQ analogue peptide acetal in the presence of silver chloride.

-----------------------------------------------------------------------------
NOTES 21/02/12
- Suspect the silver has been reduced - Black solid in flask.
-----------------------------------------------------------------------------
Linked Posts
]]>2012-02-20T22:12:22+00:002012-03-12T10:44:07+00:0064f077365ffe30063f9010c480aee5d1ahttps://www.ourexperiment.org/data/3233.xmlhttps://www.ourexperiment.org/data/3235.xmlhttps://www.ourexperiment.org/data/3237.xmlhttps://www.ourexperiment.org/data/3279.xmlhttps://www.ourexperiment.org/data/3281.xmlhttps://www.ourexperiment.org/data/3283.xmlhttps://www.ourexperiment.org/data/3285.xmlhttps://www.ourexperiment.org/data/3287.xmlhttp://www.ourexperiment.org/uri/1f3https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.htmlhttps://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.htmlhttps://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xmlhttps://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.pnghttps://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4510https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4511https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4512https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4513https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4514https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4515https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4516https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4517https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4518https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4575https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4569https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4570https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4571https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4572https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4573https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4574https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4626https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=4795https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=5009https://www.ourexperiment.org/racemic_pzq/4510/AgCl_catalysed_PS_to_give_the_dimethoxy_Nbenzoyl_PZQ_analogue_KAB813.xml?revision=6996
45106996AgCl catalysed PS to give the dimethoxy <i>N</i>-benzoyl PZQ analogue (KAB8-13)
Experiments
plus.google.com-+KatrinaBadiolaKatrina Badiola [b][u]Hazard and Risk Assessment[/b][/u] [data]3233[/data] [b][u]Previous Related Experiments[/b][/u] [blog]4376[/blog] [b][u]Following Experiments[/b][/u] [blog]4520[/blog] [b][u]Procedure[/u][/b] MNR10-2 (253.6 mg, 0.553 mmol) was dissolved in toluene (25 mL) before the addition of AgCl (29.1 mg, 0.203, 37 mol%) at rt. The mixture was immediately placed in a pre-heated oil bath at 90 °C and reflux heated from 10:55. Taken off heat after 1 hour. [b]Monitoring the Reaction Progress by TLC[/b] All TLCs were eluted with EtOAc/hexane, 5:3, v/v and stained with KMnO4. [data]3279[/data][data]3283[/data][data]3285[/data][data]3287[/data] [b][u]Summary and Conclusion[/b][/u] No reaction of the dimethoxy [i]N[/i]-benzoyl PZQ analogue peptide acetal in the presence of silver chloride. ----------------------------------------------------------------------------- NOTES 21/02/12 - Suspect the silver has been reduced - Black solid in flask. -----------------------------------------------------------------------------]]>PS = Pictet-Spengler

=======================================
Summary and Conclusion
No reaction of the dimethoxy N-benzoyl PZQ analogue peptide acetal in the presence of silver chloride.
=======================================

START: 21/02/12
FINISH: 21/02/12

Background




Hazard and Risk Assessment
Hazard and Risk Assessment KAB8-13


Previous Related Experiments
The TfOH catalysed PS* reaction to give the dimethoxy N-benzoyl PZQ analogue (KAB8-12)

Following Experiments
TfOH catalysed PS* reactions to give the dimethoxy PZQ analogues (KAB8-14 & KAB1-5)

Procedure
MNR10-2 (253.6 mg, 0.553 mmol) was dissolved in toluene (25 mL) before the addition of AgCl (29.1 mg, 0.203, 37 mol%) at rt. The mixture was immediately placed in a pre-heated oil bath at 90 °C and reflux heated from 10:55.

Taken off heat after 1 hour.

Monitoring the Reaction Progress by TLC
All TLCs were eluted with EtOAc/hexane, 5:3, v/v and stained with KMnO4.
TLC of reaction mixture (5 min)
TLC of reaction mixture (15 min)
TLC of reaction mixture (30 min)
TLC of reaction mixture (1 h)


Summary and Conclusion
No reaction of the dimethoxy N-benzoyl PZQ analogue peptide acetal in the presence of silver chloride.

-----------------------------------------------------------------------------
NOTES 21/02/12
- Suspect the silver has been reduced - Black solid in flask.
-----------------------------------------------------------------------------
Linked Entries
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