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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 11
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Original Articles

Formamidine as a Versatile Protecting Group for Primary Amines: A Mild Procedure for Hydrolytic Removal

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Pages 1617-1624 | Received 04 Nov 1993, Published online: 23 Sep 2006

References

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  • Two signals for the indole NH were observed (δ 5.8 and 8.5 ppm) in a 2:3 ratio in the 1H-NMR spectrum of the formamidine.
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  • In the cases of the hydrochloride salts (4 and 7), the DMF-DMA was first removed, then the resulting solid worked up from ether-water.
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  • In some cases (e.g., entries 2 and 5 in Table) 2M NaOH was used instead of water.

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