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Amine Protection - Carboxybenzyl (Cbz)

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Carboxybenzyl group (Cbz) is commonly used in organic synthesis as a protecting group for amines.

Most common amine protection methods

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Most common amine deprotection methods

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Amine Protection - tert-butyloxycarbonyl (Boc)

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Tert-butyloxycarbonyl (Boc) group is used as a protecting group for amines in organic synthesis.

Most common amine protection methods

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Most common amine deprotection methods

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  • 3M HCl, EtOAc in 30 min at the ambient temperature[8]
  • Aqueous HCl and toluene at 65 °C[9]

Amine Protection - Fluorenylmethyloxycarbonyl (Fmoc)

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Fluorenylmethyloxycarbonyl (Fmoc) group is used as a protecting group for amines in organic synthesis.

Most common amine protection methods

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Most common amine deprotection methods

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Amine Protection - Benzyl (Bz, Bn)

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Benzyl (Bz, Bn) group is largely used as a protecting group for amines in organic synthesis.

Most common amine protection methods

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Most common amine deprotection methods

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Amine Protection - 2,2,2-Trichloroethyl (Troc)

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2,2,2-Trichloroethyl (Troc) group is largely used as a protecting group for amines in organic synthesis.

Most common amine protection methods

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Most common amine deprotection method

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Amine Protection - Tosyl (Ts)

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Tosyl (Ts) group is commonly used as a protecting group for amines in organic synthesis.

Most common amine protection methods

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Most common amine deprotection methods

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Category:Functional groups

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  2. ^ Dymicky, M. (1989-02-01). "Preparation of Carbobenzoxy-L-Tyrosine Methyl and Ethyl Esters and of the Corresponding Carbobenzoxy Hydrazides". Organic Preparations and Procedures International. 21 (1): 83–90. doi:10.1080/00304948909356350. ISSN 0030-4948.
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  7. ^ Englund, Ethan A.; Gopi, Hosahudya N.; Appella, Daniel H. "An Efficient Synthesis of a Probe for Protein Function: 2,3-Diaminopropionic Acid with Orthogonal Protecting Groups". Organic Letters. 6 (2): 213–215. doi:10.1021/ol0361599.
  8. ^ Stahl, Glenn L.; Walter, Roderich; Smith, Clark W. "General procedure for the synthesis of mono-N-acylated 1,6-diaminohexanes". The Journal of Organic Chemistry. 43 (11): 2285–2286. doi:10.1021/jo00405a045.
  9. ^ Prashad, Mahavir; Har, Denis; Hu, Bin; Kim, Hong-Yong; Girgis, Michael J.; Chaudhary, Apurva; Repič, Oljan; Blacklock, Thomas J.; Marterer, Wolfgang. "Process Development of a Large-Scale Synthesis of TKA731:  A Tachykinin Receptor Antagonist". Organic Process Research & Development. 8 (3): 330–340. doi:10.1021/op0341824. {{cite journal}}: no-break space character in |title= at position 58 (help)
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  14. ^ Zhou, Hao; Liao, Xuebin; Cook, James M. (2004-01-01). "Regiospecific, Enantiospecific Total Synthesis of the 12-Alkoxy-Substituted Indole Alkaloids, (+)-12-Methoxy-Na-methylvellosimine, (+)-12-Methoxyaffinisine, and (−)-Fuchsiaefoline". Organic Letters. 6 (2): 249–252. doi:10.1021/ol0362212. ISSN 1523-7060.
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  17. ^ Sabitha, Gowravaram; Reddy, B. V. Subba; Abraham, Sunny; Yadav, J. S. (1999-02-19). "Deprotection of sulfonamides using iodotrimethylsilane". Tetrahedron Letters. 40 (8): 1569–1570. doi:10.1016/S0040-4039(98)02646-X.