N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide

Base Information

• Chemical Name: N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide
• CAS No.: 1186090-20-9
• Molecular Formula: C₃₇H₅₂N₆O₈
• Molecular Weight: 708.855

Synonyms:N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide

Chemical Property of N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide

Chemical Property:

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Technology Process of N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide

There total 2 articles about N-(2-{[N₆-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N₂-(tert-butoxycarbonyl)-L-tryptophanamide 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: 67.0%

Boc-Trp-OH (13139-14-5) + N1-(2-aminoethyl)-N6-[(benzyloxy)carbonyl]-N2-(tertbutoxycarbonyl)-L-lysinamide (229486-31-1) → N-(2-{[N6-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N2-(tert-butoxycarbonyl)-L-tryptophanamide (1186090-20-9)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tet.2009.07.031

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → N-(2-{[N6-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-lysyl]amino}ethyl)-N2-(tert-butoxycarbonyl)-L-tryptophanamide (1186090-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.24820/ark.5550190.p011.054

upstream raw materials:

Boc-Trp-OH

N₁-(2-aminoethyl)-N₆-[(benzyloxy)carbonyl]-N₂-(tertbutoxycarbonyl)-L-lysinamide

Boc-Lys(Z)-OH

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