Boc-Lys(Fmoc)-OH

Base Information

• Chemical Name: Boc-Lys(Fmoc)-OH
• CAS No.: 84624-27-1
• Molecular Formula: C26H32N2O6
• Molecular Weight: 468.55
• Hs Code.: 2924 29 70
• DSSTox Substance ID: DTXSID40450686
• Nikkaji Number: J282.293H
• Mol file: 84624-27-1.mol

Synonyms:Boc-Lys(Fmoc)-OH;84624-27-1;N2-Boc-N6-Fmoc-L-lysine;N-Boc-N'-Fmoc-L-Lysine;MFCD00062032;Boc-L-Lys(Fmoc)-OH;N6-(((9H-fluoren-9-yl)methoxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysine;(2S)-2-(tert-Butoxycarbonylamino)-6-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid;6-(9H-fluoren-9-ylmethoxycarbonylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;(2S)-6-(9H-fluoren-9-ylmethoxycarbonylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid;N-Boc-N-fmoc-L-lysine;N-Boc-N -Fmoc-L-Lysine;BocLys(Fmoc);Nalpha-Boc-Nepsilon-Fmoc-L-lysine;SCHEMBL999302;DTXSID40450686;JYEVQYFWINBXJU-QFIPXVFZSA-N;N-a-Boc-N-Epsilon-Fmoc-L-lysine;AMY22134;BBL103687;STL557497;AKOS015922788;CS-W005144;HY-W005144;N-epsilon-FMOC-N-alpha-BOC-L-Lysine;DS-15354;EN300-650206;F11058;A840881;J-300173;Q-101708;Boc-Lys(Fmoc)-OH, >=99.0% (sum of enantiomers, TLC);N-alpha-t-Butyloxycarbonyl-N-epsilon-(9-fluorenylmethyloxycarbonyl)-L-lysine;Nalpha-tert-butoxycarbonyl-Nepsilon-(9-fluorenylmethoxycarbonyl)-L-lysine;(S)-2-tert-butoxycarbonylamino-6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid;(S)-6-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(tert-butoxycarbonylamino)hexanoic acid;N~2~-(tert-butoxycarbonyl)-N~6~-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine;(2S)-2-(tert-butoxycarbonylamino)-6-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-6-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

Chemical Property of Boc-Lys(Fmoc)-OH

Chemical Property:

• Appearance/Colour: white off-white powder
• Vapor Pressure: 9.55E-20mmHg at 25°C
• Melting Point: 93-128 °C
• Refractive Index: 1.566
• Boiling Point: 685.7 °C at 760 mmHg
• PKA: 3.99±0.21(Predicted)
• Flash Point: 368.5 °C
• PSA: 113.96000
• Density: 1.21 g/cm³
• LogP: 5.45510
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in dimethylformamide. Insoluble in water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 468.22603674
• Heavy Atom Count: 34
• Complexity: 684

Purity/Quality:

98% ^*data from raw suppliers

Na-Boc-Ne-Fmoc-L-Lysine 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)C(=O)O
• Uses: Nalpha-Boc-Nepsilon-Fmoc-L-lysine is used as a pharmaceutical intermediate.

Technology Process of Boc-Lys(Fmoc)-OH

There total 8 articles about Boc-Lys(Fmoc)-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: 93.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + Boc-Lys-OH (13734-28-6) → Boc-Lys(Fmoc)-OH (84624-27-1)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; for 16h;

DOI:10.1021/jm00111a029

Reference yield: 70.0%

{[(tert-butoxycarbonyl)oxy]amino}(phenyl)acetonitrile (80994-44-1) + N-(fluorenyl-9-methoxycarbonyl)-L-lysine (84624-28-2,212140-39-1) → Boc-Lys(Fmoc)-OH (84624-27-1)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; 1) 0 deg C, 15 min (pH 9.5) 2) 25 deg C, 2 h;

DOI:10.1055/s-1990-26804

Reference yield: 67.0%

N-α-Boc-N-ε-Fmoc-L-lysine methyl ester (133628-28-1) → Boc-Lys(Fmoc)-OH (84624-27-1)

Guidance literature:

With bis(tri-n-butyltin)oxide; In toluene; at 100 ℃; for 24h;

DOI:10.1016/S0040-4020(01)90225-X

upstream raw materials:

di-tert-butyl dicarbonate

[Cu(L-LysO)2]

(fluorenylmethoxy)carbonyl chloride

Boc-Lys-OH

Downstream raw materials:

C₅₈H₉₆N₁₄O₈

C₅₇H₈₅N₁₅O₇

C₅₃H₇₇N₁₅O₇

C₅₃H₇₇N₁₅O₇

Refernces

• 1、 -. "ANTI-EGFR ANTIBODY DRUG CONJUGATES". Paragraph 1093. . Retrieved 2019/06/07.
• 2、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 133-134. . Retrieved 2019/08/26.