Protection for the Amino Group

Phenyl(o-nitrophenyl)methyl, 345 Urea-Type Derivatives 

I-Substituted 3,5-Dinitro-4-pyridonyl, 360 SPECIAL -NH PROTECTIVE GROUPS N-Alkyl and A-Aryl Amines 

PROTECTION FOR IMIDAZOLES, PYRROLES, AND INDOLES A -Sulfonyl Derivatives 

Many protective groups have been developed for the amino group, including carbamates ( NCO,R), used for the protection of ammo acids in peptide and protein syntheses, and amides ( NCOR). used more widely in syntheses of alkaloids and for the protection of the nitrogen bases adenine, cytosine, and guanine in nucleo- 

Caibamates ate formed from an amine with a wide variety of reagents, of which the chloroformate is the most common amides are formed from the acid chloride. -Alkyl caibamates are cleaved by acid-catalyzed hydrolysis A/-alkylamides are cleaved by acidic or basic hydrolysis at teflux. conditions that cleave peptide bonds. 

Carbamate Derived from an Amine and CO2, 707 Methyl and Ethyl, 708 9-Fluorenylmethyl, 711 

7- Bis(trimethylsilyl)fluorenylmethyl, 713 9-(2-Sulfo)fluorenylmethyl, 714 9-(2,7-Dibromo)fluorenylmethyl, 714 17-Tetrabenzo[a,c,g,(]fluorenylmethyl, 714 2-Chloro-3-indenylmethyl, 715 Benz[/]inden-3-ylmethyl, 715 

l-Dioxobenzo[6] thiophene-2-ylmethyl, 715 2-Methylsulfonyl-3-phenyl-l-prop-2-enyloxy, 715 

2-Trichloroethyl, 718 2-Trimethylsilylethyl, 719 (2-Phenyl-2-trimethylsilyl)ethyl, 721 2-Phenylethyl, 722 2-Chloroethyl, 722 

2- Bis(4 -nitrophenyl)ethyl, 724 2-[(2-Nitrophenyl)dithio]-l-phenylethyl, 724 2- (W,W-Dicyclohexylcarboxamido) ethyl, 724 f-Butyl, 725 

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Reactivity Chart 8. Protection for the Amino Group Carbamates... 

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