69032-13-9

Usage

Uses

Used in Organic Synthesis:
Bis(benzyloxycarbonyl)amine is used as a protecting group for amines to prevent unwanted side reactions during the synthesis of complex organic molecules. Its ability to shield the amine group allows chemists to carry out reactions selectively, ensuring the desired product formation without interference from the amine functionality.
Used in Pharmaceutical Industry:
In the development of pharmaceuticals, Bis(benzyloxycarbonyl)amine is utilized as a protecting agent for amine-containing drug candidates. This ensures that the amine group remains intact and unreacted during the synthesis process, facilitating the production of the desired drug molecules with the correct functional groups.
Used in Peptide Synthesis:
Bis(benzyloxycarbonyl)amine is employed as a protecting group in the synthesis of peptides and proteins. It temporarily masks the amine groups of amino acids, allowing for the stepwise assembly of peptide chains without premature reactions between the amine and carboxyl groups. The Cbz groups can be removed under mild conditions to yield the desired peptide with free amine groups, ready for further reactions or folding into the native protein structure.
Used in Polymer Chemistry:
In the synthesis of amine-containing polymers, Bis(benzyloxycarbonyl)amine serves as a protecting group to control the reactivity of amine groups during polymerization. This allows for the precise control of polymer structure and properties, enabling the development of materials with tailored characteristics for specific applications.
Overall, Bis(benzyloxycarbonyl)amine is a valuable reagent in various chemical and industrial applications, providing a reliable strategy for the protection and deprotection of amine groups in complex synthetic processes.

InChI:InChI=1/C16H15NO4/c18-15(20-11-13-7-3-1-4-8-13)17-16(19)21-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H,17,18,19)

Upstream product

• 57-13-6 urea 
• 100-51-6 benzyl alcohol 
• 97411-44-4 N,N-Dibenzyloxycarbonylhydrazine 
• 110-83-8 cyclohexene 
• 621-84-1 O-benzyl carbamate 
• 501-53-1 benzyl chloroformate 
• 69032-16-2 benzyloxycarbonyl isocyanate 
• 624-49-7 dimethylfumarate 
• 920-37-6 2-Chloroacrylonitrile 
• 292638-85-8 acrylic acid methyl ester 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 156-60-5 trans-1,2-dichloroethylene 
• 100-42-5 styrene 
• 156-59-2 cis-1,2-Dichloroethylene 

Downstream Products

• 425431-88-5 (3R,αS,1'S,α'R)-tert-butyl 3-(N-benzyloxycarbonyl-N-α-methylbenzylamino)-3-[4-(3'-iso-propoxy-3'-oxo-1'-(N-benzyl-N-α-methylbenzylamino)propyl)phenyl]propanoate 
• 1001416-59-6 dibenzyl (1S,4R)-4-(2,6-dichloro-9H-purin-9-yl)cyclopent-2-enyliminodicarbonate 
• 1246449-89-7 9-bis(benzyloxycarbonyl)amino-2,3-dihydroxy-2,3-dimethyl-4-nonyne 
• 1246449-88-6 6-bis(benzyloxycarbonyl)amino-1-hexyne 
• 1161434-62-3 C₄₁H₅₅NO₇ 
• 810682-84-9 7-(iodopropyl)-N,N-dibenzyloxycarbonyl-1-(aminopropyl)-1,7-carborane 
• 952117-41-8 C₂₇H₂₈N₂O₄ 
• 952117-44-1 C₂₄H₂₈N₂O₄ 
• 136865-03-7 C₂₁H₂₃NO₆ 
• 132629-26-6 dibenzyl iminodicarboxylate potassium salt 
• 1026013-85-3 -3-amino>propyl>-L-leucyl>-N-methyl-L-phenylalaninamide 

Relevant academic research and scientific papers

Organic Compounds

A compound of formula (I) or stereoisomers or pharmaceutically acceptable salts thereof, and their preparation and use as pharmaceuticals wherein R1, R2 and R3 are as defined herein.

PURINE DERIVATIVES AS ADENOSINE AL RECEPTOR LIGANDS

Compounds of formula (I), their preparation and use as pharmaceuticals (I), wherein X, Y, and Z are as defined herein.

PURINE DERIVATIVES AS A2A AGONISTS

Compounds of formula (I):or stereoisomers or pharmaceutically acceptable salts thereof, wherein W, R1,R 2 and R3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activatio

ORGANIC COMPOUNDS

A compound of formula (I) and their preparation and use as pharmaceuticals wherein R1, R2 and R3 are as defined herein.

Synthetic Studies for Novel Structure of α-Nitrogenously Functionalized α-Fluorocarboxylic Acids. Part 1. The First Synthesis and Reactions of N-Protected α-Fluoroglycines

The first synthesis of the N-protected α-fluoro-α-amino acid esters 12, 13, 21 and 22, and the corresponding acids 16 and 24, is described.Reaction of ethyl and t-butyl bromofluoroacetates 4 and 9 with di-t-butyl and dibenzyl iminodicarboxylate potassium

Convenient Preparation of Alkyl Benzyl Imidodicarbonates, Useful Reagents for the Direct Synthesis of Protected Amines

New mixed alkyl benzyl imidodicarbonates were prepared by reaction of benzyloxycarbonyl isocyanate with appropriate alcohols.This simple procedure also furnished alternative, more convenient routes to dibenzyl and benzyl 9-fluorenylmethyl imidodicarbonates.The substances are of interest as potential Gabriel reagents.Completely selective removal of one of the alkoxycarbonyl groups from the N-atom of the imidodicarbonates was demonstrated in several instances, giving benzyl carbamate or the alternative carbamate.

Synthesis of New N-Aminoaziridine Derivatives by the Addition of Dibenzyloxycarbonylaminonitrene to Olefins

In order to study the ring expansion of N-aminoaziridines into N-amino-5-membered heterocycles, N-(dibenzyloxycarbonylamino)aziridines were synthesized.N,N-Dibenzyloxycarbonylhydrazine was prepared.It was then oxidized with lead tetraacetate to a new diacylaminonitrene.This nitrene was added to various olefins to give the corresponding N-protected aminoaziridines.Cleavage of the protecting groups was realized for one example.