FMOC-LYS(TEOC)-OH

Base Information

• Chemical Name: FMOC-LYS(TEOC)-OH
• CAS No.: 122903-68-8
• Molecular Formula: C27H36 N2 O6 Si
• Molecular Weight: 512.67
• Mol file: 122903-68-8.mol

Synonyms:FMOC-LYS(TEOC)-OH;FMOC-N-EPSILON-TRIMETHYLSILYLETHOXYCARBONYL-L-LYSINE;FMOC-L-LYS(TEOC)-OH;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-N-EPSILON-(2-TRIMETHYLSILYL)ETHOXYCARBONYL-L-LYSINE;N-ALPHA-FMOC-N-EPSILON-(TRIMETHYLSILYETHOXYCARBONYL)-L-LYSINE;N-ALPHA-FMOC-N-EPSILON-[2-(TRIMETHYLSILYL)ETHOXYCARBONYL]-L-LYSINE;N-ALPHA-(9-FLUOROENYLMETHYLOXYCARBONYL)-N-EPSILON-(2-TRIMETHYLSILYL)ETHOXYCARBONYL-L-LYSINE;NALPHA-9-Fluorenylmethoxycarbonyl-NOMEGA-[2-(trimethylsilyl)-ethoxycarbonyl

Chemical Property of FMOC-LYS(TEOC)-OH

Chemical Property:

• PSA: 113.96000
• LogP: 5.99480

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fmoc-L-Lys(TeOC)-OH is used as a reactant in the synthesis of synthetic substrate analogs of Escherichia coli MurG.

Technology Process of FMOC-LYS(TEOC)-OH

There total 4 articles about FMOC-LYS(TEOC)-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: 99.0%

Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate (80149-80-0) → Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-68-8,198545-00-5)

Guidance literature:

Fmoc-Lys(tert-butoxycarbonyl); With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.333333h;

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.0c01004

Reference yield: 95.0%

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate (80149-80-0) + Fmoc-Lys-OH (105047-45-8) → Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-68-8,198545-00-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1021/ja991556t

Reference yield: 81.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + Nε-<<2-(Trimethylsilyl)ethoxy>carbonyl>-L-lysine (85167-75-5) → Nα-(9-fluorenylmethyloxycarbonyl)-Nε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine (122903-68-8,198545-00-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; Ambient temperature;

DOI:10.1021/jo00284a031

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

N^ε-<<2-(Trimethylsilyl)ethoxy>carbonyl>-L-lysine

2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate

Fmoc-Lys-OH

Downstream raw materials:

N^α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine

p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate

Refernces

• 1、 Fr?lund, Sidsel,Bella, Angelo,Kristensen, Anders S.,Ziegler, Hanne L.,Witt, Matthias,Olsen, Christian A.,Str?mgaard, Kristian,Franzyk, Henrik,Jaroszewski, Jerzy W.. "Assessment of structurally diverse philanthotoxin analogues for inhibitory activity on ionotropic glutamate receptor subtypes: Discovery of nanomolar, nonselective, and use-dependent antagonists". experimental part. p. 7441 - 7451. Retrieved 2011/02/24.
• 2、 Rosowsky, Andre,Wright, Joel E.. "Nε-carbonyl> Derivatives of Tri-L-lysine and Tetra-L-lysine as Potential Intermediates in the Block Polymer Synthesis of Macromolecular Drug Conjugates". . p. 5551 - 5558. Retrieved 2007/10/02.