111061-54-2

Basic information

• Product Name: Fmoc-Lys(Trt)-OH
• Synonyms: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(tritylamino)hexanoic acid;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6-(triphenylmethyl)-L-lysine;Nα-Fmoc-Nε-trityl-L-lysine≥ 99% (HPLC);(9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Trt)-OH
• CAS NO: 111061-54-2
• Molecular Formula: C₄₀H₃₈N₂O₄
• Molecular Weight: 610.75
• Mol File: 111061-54-2.mol

Chemical Properties

• Melting Point: 145℃
• Boiling Point: 789.5±60.0 °C(Predicted)
• Appearance: /
• Density: 1.208±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.83±0.21(Predicted)
• CAS DataBase Reference: Fmoc-Lys(Trt)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-Lys(Trt)-OH(111061-54-2)
• EPA Substance Registry System: Fmoc-Lys(Trt)-OH(111061-54-2)

Safety Data

• Hazardous Substances Data: 111061-54-2(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white crystals

Upstream product

• 76-83-5 trityl chloride 
• 139262-23-0 9-fluorenylmethoxycarbonyl-L-alanine hydrochloride 
• 14463-87-7 C₉H₂₂N₂O₂Si*ClH 
• 111061-45-1 N^α,N^ε-Ditrityl-L-Lysin 
• 56-87-1 L-lysine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 111085-73-5 Trifluoracetat von N^ε-Trt-Lys 

Downstream Products

• 951695-85-5 Ν_ε-tert-butoxycarbonyl-Ν_α-(9-fluorenylmethoxycarbonyl)-Ν_ε-methyllysine 
• 161552-03-0 [(2S,5R,8S,11S)-8-(4-Amino-butyl)-5-benzyl-11-(3-guanidino-propyl)-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentaaza-cyclopentadec-2-yl]-acetic acid 

Relevant articles and documents

Preparation method of N epsilon-tert-butoxycarbonyl-N alpha-fluorenylmethoxycarbonyl-N epsilon-methyl-lysine

The invention discloses a preparation method of N epsilon-tert-butoxycarbonyl-N alpha-fluorenylmethoxycarbonyl-N epsilon-methyl-lysine. The preparation method comprises the following steps: taking N alpha-fluorenylmethoxycarbonyl-lysine hydrochloride as a raw material, performing alkylation with halide (R-X) under alkaline conditions, performing reductive amination on alkylate in an aqueous formaldehyde solution to introduce methyl, removing an R group of a reductive amination product under acidic conditions, then introducing a t-butyloxycarboryl (BOC) protecting group under alkaline conditions and performing re-crystallization treatment to obtain a product. The preparation method disclosed by the invention is simple in synthetic route and mild in reaction conditions, and the next-step reaction can be directly carried out after an intermediate is simply washed and concentrated. The reaction yield in each step is close to quantification, the total yield can reach above 80 percent, the purity of a final product exceeds 98 percent, and a safe and efficient synthetic route is provided for the preparation of the N epsilon-tert-butoxycarbonyl-N alpha-fluorenylmethoxycarbonyl-N epsilon-methyl-lysine.

Application of the Trt and Fmoc Groups for the Protection of Polyfunctional α-Amino Acids

Simple methods for the preparation of ditrityl amino acids 3 and their application for the synthesis of the peptides 9-27 are described.Selective detritylation of 3 and of the synthesized ditrityl peptides is achieved with 1percent trifluoroacetic acid in dichloromethane.The resulting Nα-detritylated amino acids 5 were converted into the corresponding fluorenylmethoxycarbonyl amino acids 6 under Schotten-Baumann conditions using fluorenylmethyl chloroformate.