122903-75-7

Basic information

• Product Name: N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
• Synonyms: N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine
• CAS NO: 122903-75-7
• Molecular Weight: 1319.83
• Mol File: 122903-75-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine(122903-75-7)
• EPA Substance Registry System: N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine(122903-75-7)

Safety Data

• Hazardous Substances Data: 122903-75-7(Hazardous Substances Data)

Upstream product

• 122903-72-4 p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysinate 
• 122903-64-4 N^α-α-ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 86060-82-4 Fmoc-Lys(Z)-OH 
• 80149-80-0 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate 
• 105047-45-8 Fmoc-Lys-OH 
• 122924-32-7 N^α-(tert-butyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine N-hydroxysuccinimide ester 
• 122903-68-8 N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 122903-60-0 (S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 3-nitro-phenyl ester 
• 122903-59-7 N^α-α-(tert-butyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 122903-69-9 p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate 
• 122903-70-2 N^α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 122903-61-1 (S)-2-[(S)-2-tert-Butoxycarbonylamino-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoylamino]-6-(2-trimethylsilanyl-ethoxycarbonylamino)-hexanoic acid 4-nitro-phenyl ester 
• 122903-62-2 N^α-α-α-(tert-butyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 122903-77-9 N^α-ε<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine p-toluenesulfonate salt 

Relevant articles and documents

Nε-carbonyl> Derivatives of Tri-L-lysine and Tetra-L-lysine as Potential Intermediates in the Block Polymer Synthesis of Macromolecular Drug Conjugates

Tri-L-lysine and tetra-L-lysine derivatives were synthesized with Nε-carbonyl>(Nε-Teoc) protecting groups an all the lysines, or on all but the N-terminal lysine, and with Nα-(tert-butyloxycarbonyl) (Nα-Boc) or Nα-(9-fluorenylmethyloxycarbonyl) (Nα-Fmoc) groups on the N-terminal lysines.Treatment of the Boc/Teoc peptides with p-toluenesulfonic or 2,4,6-trimethylbenzenesulfonic acid led to Boc cleavage with Teoc retention only when the Teoc/Boc ratio was 1:1 or 2:1.In contrast, treatment of the Fmoc/Teoc peptides with liquid ammonia in a sealed vessel cleaved the Fmoc group without significant loss of Teoc groups even when the Fmoc/Teoc ratio was 3:1, showing that Fmoc and Teoc groups provide more selectivity than the Boc and Teoc combination.Nα-Fmoc and Nε-Teoc groups were both stable under catalytic hydrogenolysis conditions.This made it possible to prepare Nα-Fmoc-tri-L-lysine and Nα-Fmoc-tetra-L-lysine derivatives with Nε-Teoc groups on all but the N-terminal lysine and demonstrated that the triad Fmoc/Cbz/Teoc is superior to Boc/Cbz/Teoc in peptide synthesis involving the orthogonal protection strategy.