Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-lysine

Base Information

• Chemical Name: Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-lysine
• CAS No.: 1128181-23-6
• Molecular Formula: C₃₅H₅₀N₂O₅
• Molecular Weight: 578.792
• Mol file: 1128181-23-6.mol

Synonyms:N²-(((9H-fluoren-9-yl)methoxy)carbonyl)-N⁶-tetradecanoyl-L-lysine

Chemical Property of Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-lysine

Chemical Property:

• Melting Point: 138.0 to 142.0 °C

Purity/Quality:

97% ^*data from raw suppliers

Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-lysine >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-lysine

There total 1 articles about Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nepsilon-tetradecanoyl-L-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:

N-succinimidyl myristate (69888-86-4) + C2HF3O2*C22H24N2O6 → N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanoyl-L-lysine (1128181-23-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; acetonitrile; at 20 ℃; for 3h;

DOI:10.1039/c0ob00441c

Reference yield: 95.0%

N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanoyl-L-lysine (1128181-23-6) + N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + acetic anhydride (108-24-7) + Fmoc-His(Trt)-OH (109425-51-6) + 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester (143824-78-6,163619-04-3) + Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine (187618-60-6) → Ac-GGAK(Myr)R(Pbf)H(Trt)R(Pbf)W(Boc)W(Boc)-NH2

Guidance literature:

3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Enzymatic reaction;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.2h;

N²-(((9H-fluoren-9-yl)methoxy)carbonyl)-N⁶-tetradecanoyl-L-lysine; N-(fluoren-9-ylmethoxycarbonyl)glycine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; acetic anhydride; Fmoc-His(Trt)-OH; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine; Further stages;

DOI:10.1021/acs.jmedchem.9b00315

Reference yield: 77.0%

N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanoyl-L-lysine (1128181-23-6) → N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-tetradecanethioyl-L-lysine

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; for 0.75h; Inert atmosphere;

DOI:10.1002/chem.201905338

upstream raw materials:

N-succinimidyl myristate