N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide

Base Information

• Chemical Name: N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide
• CAS No.: 55592-81-9
• Molecular Formula: C₁₉H₂₉N₃O₅
• Molecular Weight: 379.456
• Mol file: 55592-81-9.mol

Synonyms:N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide

Chemical Property of N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide

There total 8 articles about N^ε-(benzyloxycarbonyl)-N^α-(tert-butoxycarbonyl)-L-lysinamide 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: 97.0%

Boc-Lys(Z)-OH (2389-45-9) → Nε-(benzyloxycarbonyl)-Nα-(tert-butoxycarbonyl)-L-lysinamide (55592-81-9)

Guidance literature:

Boc-Lys(Z)-OH; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane;

In dichloromethane; water; Further stages.;

DOI:10.1021/ja002666z

Reference yield: 92.0%

Boc-Lys(Z)-OSu (34404-36-9) → Nε-(benzyloxycarbonyl)-Nα-(tert-butoxycarbonyl)-L-lysinamide (55592-81-9)

Guidance literature:

With ammonia; In tetrahydrofuran; at -10 ℃; for 1.5h;

DOI:10.1016/j.cclet.2011.07.020

Reference yield: 90.5%

N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester (50903-59-8) → Nε-(benzyloxycarbonyl)-Nα-(tert-butoxycarbonyl)-L-lysinamide (55592-81-9)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 1h;

DOI:10.1021/jo00159a030

upstream raw materials:

6-(((benzyloxy)carbonyl)amino)-2-((tert butoxycarbonyl)amino)-hexanoic acid

N-α-tert-butyloxycarbonyl-N-ε-benzyloxycarbonyl-lysine p-nitrophenyl ester

Boc-Lys(Z)-OH

N-t-butyloxycarbonyl-Nε-benzyloxycarbonyl-lysine pentafluorophenyl ester

Downstream raw materials:

Boc-Lys(Z)(S)-NH₂

C₃₈H₅₅N₅O₁₀

Refernces

• 1、 -. "CHEMICAL SYNTHESIS AND ANTI-TUMOR AND ANTI-METASTATIC EFFECTS OF DUAL FUNCTIONAL CONJUGATE". Paragraph 0131-0135. . Retrieved 2017/10/24.
• 2、 Madhu, Chilakapati,Panguluri, Nageswara Rao,Narendra,Panduranga,Sureshbabu, Vommina V.. "One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones". . p. 6831 - 6835. Retrieved 2015/01/09.