Attention:

Certain features of Sigma-Aldrich.com will be down for maintenance the evening of Friday August 18th starting at 8:00 pm CDT until Saturday August 19th at 12:01 pm CDT.   Please note that you still have telephone and email access to our local offices. We apologize for any inconvenience.

Amine Protection

Amine protection is often an essential part of synthetic organic chemistry as well as peptide synthesis. The abundance of amines in organic molecules makes the use of amine protecting groups commonplace in many synthetic schemes. Amines are nucleophilic and basic in nature and therefore can require protection to mask these properties during a chemical reaction. Effective protecting groups are able to be added to and easily removed from the compound being synthesized. In the case of amine protection, after the amine sensitive reaction is complete and the protecting group removed, the amine is regenerated as it was prior to adding the protecting group.

Sigma-Aldrich is pleased to offer you a variety of options for your amine protection needs. Our collection includes products to help add common amine protecting groups such as Fmoc, Boc, and p-nitrophenyl moieties to your compound of interest. These groups are of particular use in peptide synthesis where amino acid protection is needed to shield the various functional groups and N-terminus of the peptide. Orthogonal protection of amines is needed in many cases as well in order to selectively protect and deprotect different groups on the same compound. This can be achieved through the use of Boc (base stable, acid labile) along with Fmoc (acid stable, base labile) amine protecting groups, a method frequently used in peptide synthesis.

Product #

Image

Description

Molecular Formula

Add to Cart

01070 2-Acetyl-5,5-dimethyl-1,3-cyclohexanedione ≥98.0% (HPLC) C10H14O3
472026 1-Adamantyl fluoroformate ≥90% C11H15FO2
46465 1-Adamantyl fluoroformate technical, ≥90% (T) C11H15FO2
242306 Allyl chloroformate 97% C4H5ClO2
13030 2-(Benzoyloxymethyl)benzoic acid ≥98.0% (T) C15H12O4
499781 Benzyl carbazate 97% C8H10N2O2
119938 Benzyl chloroformate ≥98% C8H7ClO2
227781 N-(Benzyloxycarbonyloxy)succinimide 98% C12H11NO5
14452 2-(4-Biphenylyl)-prop-2-yl 4′-methoxycarbonylphenyl carbonate technical, ≥90% (HPLC) C24H22O5
20430 Boc-OSu ≥98.0% (CHN) C9H13NO5
193372 2-(Boc-oxyimino)-2-phenylacetonitrile 99% C13H14N2O3
19740 tert-Butyl carbazate purum, ≥98.0% (GC) C5H12N2O2
B91005 tert-Butyl carbazate 98% C5H12N2O2
32596 Diallyl pyrocarbonate ≥95.0% (T) C8H10O5
367230 Diallyl pyrocarbonate 97% C8H10O5
311219 Dibenzyl dicarbonate 97% C16H14O5
20639 Di-tert-butyl 1-(tert-butylthio)-1,2-hydrazinedicarboxylate ≥99.0% (HPLC) C14H28N2O4S
361941 Di-tert-butyl dicarbonate ReagentPlus®, ≥99% C10H18O5
205249 Di-tert-butyl dicarbonate ReagentPlus®, 99% C10H18O5
34660 Di-tert-butyl dicarbonate ≥98.0% (GC) C10H18O5
436267 Di-tert-butyl dicarbonate solution 1.0 M in THF C10H18O5
75732 3,5-Dimethoxy-α,α-dimethylbenzyl carbazate ≥99.0% C12H18N2O4
420069 4,5-Dimethoxy-2-nitrobenzyl chloroformate 97% C10H10ClNO6
17346 Ethyl N-Boc-oxamidate ≥97.0% C9H15NO5
331538 9-Fluorenylmethyl 1-benzotriazolyl carbonate 98% C21H15N3O3
46916 9-Fluorenylmethyl carbamate ≥99.0% (HPLC) C15H13NO2
10926 9-Fluorenylmethyl N-hydroxycarbamate ≥99.0% C15H13NO3
23185 Fmoc chloride purum, ≥98.0% (HPLC) C15H11ClO2
160512 Fmoc chloride 97% C15H11ClO2
46920 Fmoc N-hydroxysuccinimide ester ≥98.0% (HPLC) C19H15NO5
10919 Fmoc isothiocyanate ≥98.0% (CHN) C16H11NO2S
289507 Fmoc-OSu 96% C19H15NO5
23205 4-Methoxycarbonylphenyl chloroformate ≥98.5% (AT) C9H7ClO4
09655 2-(3-Methylbutyryl)-5,5-dimethyl-1,3-cyclohexandione ≥99.0% (GC) C13H20O3
06554 4-Nitrophenyl formate ≥97.0% (HPLC) C7H5NO4
92748 4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate ≥95.0% (NMR) C12H17NO5Si