59577-41-2

Usage

Synonyms

Benzyloxycarbonyloxybenzotriazole

Chemical structure

A benzotriazole derivative with a benzyl group attached to the oxygen atom

Usage

Commonly used as a reagent in peptide synthesis

Function

Protection of carboxylic acids in peptide synthesis

Characteristics

Mild and selective reagent

Reaction efficiency

Efficient and high-yielding reactions

Applications

Various synthetic methodologies for the preparation of peptides and other organic compounds

Stability

Known for its stability

Compatibility

Compatible with a wide range of functional groups

Versatility

Versatile and useful reagent in organic synthesis

Upstream product

• 2592-95-2 benzotriazol-1-ol 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 127843-11-2 (E)-N^α-Ac-N^δ-Z-3,4-didehydro-D,L-ornithine 
• 14997-58-1 N-[(benzyloxy)carbonyl]-L-histidine 
• 35016-67-2 Z-His(imZ)-OH 
• 192052-71-4 (9-{(3aR,4R,6R,6aR)-6-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-9H-purin-6-yl)-carbamic acid benzyl ester 
• 127843-13-4 (E)-N^δ-Z-3,4-didehydro-L-ornithine 
• 1037210-08-4 bis-CBz-cyclopamine 
• 1037210-11-9 C₄₄H₅₅NO₆ 

Relevant academic research and scientific papers

EXPERIENCES IN Z-DEPROTECTION. SIMPLE PREPARATIONS OF Z-His and diZ-His.

A systematic investigation about the possibilities of removing benzyloxycarbonyl groupings in some model peptides acids that resist easy deprotection, have led to some interesting and efficient modified procedures.One-pot synthetic methods for Zα-His-OH and Zα,ZIm-His-OH are also reported.

Carbonic acid esters, and the preparation thereof and their use

Carbonic acid esters of the formula substituent(s) substituents(s) wherein R'1 is lower alkyl which may have substituent)s) selected from the group of halogen, lower alkoxy and aryloxy, or ar(lower)-alkyl which may have substituents)s) selected from the group of lower alkoxy, halogen, nitro and cyano, and R'2 is benzotriazolyl which may have halogen; or a group represented by the formula: STR1 wherein Y' and Z' are each cyano, nitro, carbamoyl, esterified carboxy, lower alkanoyl, aroyl or disubstituted carbamoyl; provided that when R'2 is a group represented by the formula: STR2 wherein Y' and Z' are each cyano, nitro, carbamoyl or esterified carboxy, R'1 is ar(lower) alkyl having substituent(s) selected from the group of lower alkoxy, halogen, nitro and cyano. A process for the protection of amino and/or imino groups in compounds containing them by reacting them with the aforementioned esters is also disclosed.

Oxime carbonates

Novel carbonic acid esters are disclosed which are useful in a process for introducing esterified carboxy-type protective groups on amino and/or imino groups in amino and/or imino group - containing compounds for the temporary protection of said amino and/or imino groups. Additionally, processes for preparing said esters are also disclosed.