N-α,N-ε-di-Fmoc-D-lysine

Base Information

• Chemical Name: N-α,N-ε-di-Fmoc-D-lysine
• CAS No.: 75932-02-4
• Molecular Formula: C36H34 N2 O6
• Molecular Weight: 590.8
• Hs Code.: 2924297099
• Mol file: 75932-02-4.mol

Synonyms:N-α,N-ε-di-Fmoc-D-lysine;N-a,N-e-di-Fmoc-D-lysine;N-.ALPHA.,N-.EPSILON.-DI-FMOC-D-LYSINE

Chemical Property of N-α,N-ε-di-Fmoc-D-lysine

Chemical Property:

• Appearance/Colour: White powde
• Melting Point: ～130°C
• PSA: 113.96000
• LogP: 7.46910
• Storage Temp.: Store at 0-5°C

Purity/Quality:

98.5% ^*data from raw suppliers

Fmoc-D-Lys(Fmoc)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-α,N-ε-di-Fmoc-D-lysine

There total 6 articles about N-α,N-ε-di-Fmoc-D-lysine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

L-Lysine hydrochloride (657-27-2,10098-89-2,26124-78-7) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; acetonitrile; at 20 ℃; for 3h; pH=8.5;

DOI:10.1134/S1068162007010153

Reference yield: 71.0%

L-lysine (56-87-1,3506-25-0) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5)

Guidance literature:

Reference yield: 46.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) → N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5)

Guidance literature:

Fmoc-Lys(tert-butoxycarbonyl); With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

(fluorenylmethoxy)carbonyl chloride; With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.9b02119

upstream raw materials:

L-lysine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

L-Lysine hydrochloride

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

C₇₀H₁₀₅N₁₆O₂₀PS₂

C₈₅H₁₂₇N₂₀O₂₂PS₂

C₉₆H₁₄₄N₃₀O₁₇

C₆₂H₈₆N₁₀O₁₂

Refernces

• 1、 Dubois, Lilian,Pietrancosta, Nicolas,Cabaye, Alexandre,Fanget, Isabelle,Debacker, Cécile,Gilormini, Pierre-André,Dansette, Patrick M.,Dairou, Julien,Biot, Christophe,Froissart, Roseline,Goupil-Lamy, Anne,Bertrand, Hugues-Olivier,Acher, Francine C.,Mccort-Tranchepain, Isabelle,Gasnier, Bruno,Anne, Christine. "Amino Acids Bearing Aromatic or Heteroaromatic Substituents as a New Class of Ligands for the Lysosomal Sialic Acid Transporter Sialin". supporting information. p. 8231 - 8249. Retrieved 2020/09/21.
• 2、 -. "Amino acid derivatives as HIV aspartyl protease inhibitors". . . Retrieved 2008/06/13.