Fmoc-Lys(Tfa)-OH

Base Information

• Chemical Name: Fmoc-Lys(Tfa)-OH
• CAS No.: 76265-69-5
• Molecular Formula: C23H23F3N2O5
• Molecular Weight: 464.44
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID00583803
• Wikidata: Q72478988
• Mol file: 76265-69-5.mol

Synonyms:Fmoc-Lys(Tfa)-OH;76265-69-5;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid;MFCD00153360;Fmoc-N-epsilon-trifluoroacetyl-L-lysine;N|A-Fmoc-N|A-trifluoroacetyl-L-lysine;Fmoc-L-Lys(tfa)-OH;fmoc-lys(-tfa)-oh;SCHEMBL178772;DTXSID00583803;ZVLMWTPNDXNXSZ-IBGZPJMESA-N;AMY22555;AKOS015909869;Fmoc-Nepsilon-trifluoroacetyl-L-lysine;AC-8598;CS-W011546;HY-W010830;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(2,2,2-trifluoroacetamido)hexanoic acid;N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(2,2,2-trifluoroacetyl)-L-lysine;AS-14205;Fmoc-Lys(Tfa)-OH, >=96.0% (HPLC);F11032;M03423;EN300-1556740;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-6-(trifluoroacetamido)hexanoic acid;N~2~-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-N~6~-(trifluoroacetyl)-L-lysine;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-epsilon-trifluoracetyl-L-lysine (Fmoc-L-Lys(TFA)-OH)

Chemical Property of Fmoc-Lys(Tfa)-OH

Chemical Property:

• Vapor Pressure: 9.06E-19mmHg at 25°C
• Melting Point: 170-174℃
• Refractive Index: 1.552
• Boiling Point: 668.3 °C at 760 mmHg
• Flash Point: 358 °C
• PSA: 104.73000
• Density: 1.336 g/cm³
• LogP: 4.60890
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 464.15590632
• Heavy Atom Count: 33
• Complexity: 680

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-lys(tfa)-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CCCCNC(=O)C(F)(F)F)C(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CCCCNC(=O)C(F)(F)F)C(=O)O

Technology Process of Fmoc-Lys(Tfa)-OH

There total 1 articles about Fmoc-Lys(Tfa)-OH 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: 90.0%

Fmoc-Lys-OH (105047-45-8) + trifluoroacetic anhydride (407-25-0) → N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(2,2,2-trifluoroacetyl)-L-lysine (76265-69-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.333333h;

DOI:10.1021/ja0648460

Reference yield: 81.0%

Fmoc-alanine-Wang-resin + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + C15H17NO5 (1493802-77-9) + Fmoc-(tBu)Asp-OH (71989-14-5) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) + 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) + N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(2,2,2-trifluoroacetyl)-L-lysine (76265-69-5) → C63H86N14O16

Guidance literature:

Fmoc-alanine-Wang-resin; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-(tBu)Asp-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; Fmoc-His(Trt)-OH; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; N₂-(((9H-fluoren-9-yl)methoxy)carbonyl)-N₆-(2,2,2-trifluoroacetyl)-L-lysine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

bicyclo[6.1.0]non-4-yn-9-ylmethyl N-succinimidyl carbonate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Further stages; Inert atmosphere;

DOI:10.1002/chem.202102042

Reference yield: 54.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + N-Fmoc L-Phe (35661-40-6) + acetic anhydride (108-24-7) + N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(2,2,2-trifluoroacetyl)-L-lysine (76265-69-5) → 2-[2-(2-acetylamino-propionylamino)-3-phenyl-propionylamino]-6-amino-hexanoic acid amide

Guidance literature:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; N-Fmoc L-Phe; N₂-(((9H-fluoren-9-yl)methoxy)carbonyl)-N₆-(2,2,2-trifluoroacetyl)-L-lysine; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; TGR resin

With piperidine; In N,N-dimethyl-formamide; for 0.25h;

acetic anhydride; With 4-methyl-morpholine; potassium carbonate; trifluoroacetic acid; more than 3 stages;

upstream raw materials:

Fmoc-Lys-OH

trifluoroacetic anhydride

Refernces