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Jinchemical Di Tert Butyl Dicarbonate - China

price: contact company for price

Di-tert-butyl dicarbonate is a reagent widely used in organic synthesis.

his carbonate ester reacts with amines to give N-tert-butoxycarbonyl or

so-called t-BOC derivatives. These derivatives do not behave as amines,

which allows certain subsequent transformations to occur that would have

otherwise affected the amine functional group. The t-BOC can later be

removed from the amine using acids. Thus, t-BOC serves as a protective

group, for instance in solid phase peptide synthesis. It is unreactive

to most bases and nucleophiles, allowing for an orthogonal Fmoc

protection. Protection and deprotection of amines The Boc group can be

added to the amine under aqueous conditions using di-tert-butyl

dicarbonate in the presence of a base such as sodium bicarbonate.

Protection of the amine can also be accomplished in acetonitrile

solution using 4-dimethylaminopyridine (DMAP) as the base. Removal of

the t-BOC in amino acids can be accomplished with strong acids such as

trifluoroacetic acid neat or in dichloromethane, or with HCl in

methanol. A complication may be the tendency of the t-butyl cation

intermediate to alkylate other nucleophiles; scavengers such as anisole

or thioanisole may be used.Selective cleavage of the N-Boc group in the

presence of other protecting groups is possible when using AlCl3. The

use of triethylsilane as a carbocation scavenger in the presence of

trifluoroacetic acid in dichloromethane has been shown to lead to

increased yields, decreased reaction times, simple work-up and improved

selectivity for the deprotection of t-butyl ester and t-butoxycarbonyl

sites in protected amino-acids and peptides in the presence of other acid-

sensitive protecting groups such as the benzyloxycarbonyl, 9-

fluorenylmethoxycarbonyl, O- and S-benzyl and t-butylthio groups.

Jinchemical Di Tert Butyl Dicarbonate

Feel free to contact us with all your questions

Company Contact:

  • Phone: 862586819858

  • Address: Huangtang Town, Danyang, Jiangsu Province, danyang, China

  • Email: Email

Published date: November 1, 2012 -

  • Business Description: involved in international trade import export of goods, products, and services

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