Which of the following are protecting groups for alcohols?

Alcohol protecting groups

• Acetyl (Ac) – Removed by acid or base (see Acetoxy group).
• Benzoyl (Bz) – Removed by acid or base, more stable than Ac group.
• Benzyl (Bn) – Removed by hydrogenolysis.
• β-Methoxyethoxymethyl ether (MEM) – Removed by acid.

Which is the protecting group for amine?

The BOC (tert-butyloxycarbonyl) protecting group, chemically a di-tert-butyl dicarbonate (Boc2O), is probably the most common amine protecting group in non-peptide chemistry. The reaction conditions for the amine protection are quite flexible.

What is the CBZ protecting group?

Amine protection The protecting group is abbreviated Cbz or Z (in honor of discoverer Zervas), hence the alternative shorthand designation for benzyl chloroformate as Cbz-Cl or Z-Cl. This reaction was hailed as a “revolution” and essentially started the distinct field of synthetic peptide chemistry.

Why is an amine protected as a carbamate?

Protecting an amine as a carbamate therefore enables other functional groups to undergo selective reactions with electrophiles whereby the carbamate (protected amino group) is left intact.

Which is the most common protection group for amines?

The most common acylating agents are the acyl chlorides and acid anhydrides of ethanoic acid and benzoic acid. The amine can be recovered from the amide by acid- or base-catalyzed hydrolysis: Another useful protecting group for amines has the structure R − O − CO −.

How is an amine recovered from an amide?

The amine can be recovered from the amide by acid- or base-catalyzed hydrolysis: Another useful protecting group for amines has the structure R − O − CO −. It differs from the common acyl groups of the type R − CO − in that it has the alkoxy carbonyl structure rather than an alkyl carbonyl structure. The most used examples are:

How are secondary amines protected in acid solution?

Also, many desirable reactions are not feasible in acid solution. A related protection procedure is alkylation (Equations 23-8 and 23-9), which is suitable for primary and secondary amines: At first glance, you may not consider that such reactions achieve protection because there is an electron pair on nitrogen in the products.