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N-(1-Adamantyloxycarbonyl)-L-phenylalanin, also known as AdOc-L-Phe, is a synthetic derivative of the naturally occurring amino acid L-phenylalanine. In N-(1-Adamantyloxycarbonyl)-L-phenylalanin, the L-phenylalanine molecule is modified by the attachment of an adamantyloxycarbonyl group to its nitrogen atom. The adamantyl group is a bulky, hydrophobic moiety derived from adamantane, a highly symmetrical hydrocarbon. This modification enhances the stability and resistance of the molecule to proteolytic degradation, making it a valuable component in the synthesis of peptide-based drugs and as a protecting group in peptide chemistry. The compound is used to study the properties of peptides and proteins, and its unique structure can influence the conformation and interactions of the resulting peptides in biological systems.

5854-61-5

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5854-61-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5854-61-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,8,5 and 4 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5854-61:
(6*5)+(5*8)+(4*5)+(3*4)+(2*6)+(1*1)=115
115 % 10 = 5
So 5854-61-5 is a valid CAS Registry Number.

5854-61-5Downstream Products

5854-61-5Relevant academic research and scientific papers

5-Norbornene-2,3-dicarboximido Carbonochloridate. A New Stable Reagent for the Introduction of Amino-Protecting Groups

Henklein, Peter,Heyne, Hans-Ulrich,Halatsch, Wolf-Rainer,Niedrich, Hartmut

, p. 166 - 167 (2007/10/02)

The synthesis of activated carbonates, based on a new carbonochloridate derived from N-hydroxy-5-norbornene-2,3-dicarboximide, is reported.These activated carbonic esters are excellent reagents for the introduction of all currently used urethane protecting groups.

2(1H)-Pyridone as Leaving Group in Acylation Reactions - Applications in Peptide Synthesis

Effenberger, Franz,Brodt, Werner

, p. 468 - 482 (2007/10/02)

Alkyl 2-pyridyl carbonates 3 or mixtures of 3 and the isomeric N-(alkoxycarbonyl)-2-pyridones 3' are useful for the introduction of urethane protective groups into amino acids.The N-protected amino acids 7 - 10 react with 2(1H)-pyridone (1a) using the carbodiimide method to yield 2-pyridyl active esters 11, which easily undergo coupling reactions with amino acid esters 12 with elimination of 1a to give peptides 13 in good yields as well as high optical purities.

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