97347-28-9

Usage

Uses

Used in Organic Synthesis:
NA, NE-BIS-BOC-L-LYSINE TERT-BUTYL ESTER is used as a key intermediate in organic synthesis for the development of complex organic molecules and pharmaceutical compounds. Its ability to participate in various chemical reactions, such as condensation, substitution, and rearrangement, makes it a versatile building block in the synthesis of target molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, NA, NE-BIS-BOC-L-LYSINE TERT-BUTYL ESTER is used as a precursor in the synthesis of peptide-based drugs and other bioactive molecules. Its presence in the synthesis process allows for the creation of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Research and Development:
NA, NE-BIS-BOC-L-LYSINE TERT-BUTYL ESTER is also utilized in research and development settings to explore new chemical reactions, mechanisms, and pathways. Its unique properties and reactivity make it an essential tool for chemists and researchers working on the discovery and optimization of new chemical entities.
Overall, NA, NE-BIS-BOC-L-LYSINE TERT-BUTYL ESTER is a crucial compound in the fields of organic synthesis, pharmaceutical development, and research, contributing to the advancement of science and medicine through its diverse applications.

InChI:InChI=1/C20H38N2O6/c1-18(2,3)26-15(23)14(22-17(25)28-20(7,8)9)12-10-11-13-21-16(24)27-19(4,5)6/h14H,10-13H2,1-9H3,(H,21,24)(H,22,25)/t14-/m0/s1

Upstream product

• 56-87-1 L-lysine 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 657-27-2 L-Lysine hydrochloride 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 1118-90-7 L-homoglutamic acid 
• 7433-32-1 L-2-aminoadipamic acid 
• 142589-42-2 (S)-N-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-1-oxo-3-phenylpropyl]-6-hydroxy-(S)-norleucine methyl ester 
• 167090-40-6 (S)-2-amino-6-hydroxy-hexanoic acid methyl ester 
• 97347-40-5 N^α,N^ca-diBoc-L-2-aminoadipamic acid tert-butyl ester 
• 114659-53-9 N-Boc-6-tert-butoxycarbonylaminopiperidine-2-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

A novel three-step hydroxy-deamination sequence: Conversion of lysine to 6-hydroxynorleucine derivatives

Oxidation of carbamates with catalytic RuO4, generated from RuO2 and NaBrO3, provides the corresponding acyl carbamates, which can be reduced with NaBH4 to provide alcohols. Application of this methodology to L-lysine provides (S)-6-hydroxynorleucine derivatives.

Chemical Conversion of L-α,ο-Diamino Acids to L-ο-Carbamoyl-α-amino Acids by Ruthenium tetroxide Oxidation

Ruthenium tetroxide oxidation of N,C-protected derivatives of L-2,4-diaminobutyric acid, L-ornitine and L-lisine was carried out two-phase conditions and the corresponding imides, formed through the oxidation of the methylene adjacent to the ο-amino group, were obtained in good yields.Removal of the protecting groups from the products gave L-asparagine, L-glutamine and L-2-aminoadipic acid 6-amide, respectively.Thus the first chemical conversion of L-α,ο-diamino acids into the corresponding L-ο-carbamoyl-α-amino acids without racemization has been established.L-2-Aminoadipic acid 6-amide was further converted to L-2-aminoadipic acid by acid hydrolysis.This represents a convenient method for the synthesis of L-2-aminoadipic acid starting from L-lisine.Keywords - oxidation; ruthenium tetroxide; L-α-amino acid synthesis; N-protecting group; ruthenium tetroxide; L-α,ο-diamino acid; L-ο-carbamoiyl-α-amino acid; L-2-aminoadipicacid