N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine

Base Information

• Chemical Name: N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine
• CAS No.: 925451-49-6
• Molecular Formula: C₂₈H₄₀N₂O₆SSi
• Molecular Weight: 560.787

Synonyms:N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine

Chemical Property of N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine

Chemical Property:

Purity/Quality:

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Technology Process of N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine

There total 9 articles about N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysine 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:

Nα-benzoyl-Nε-(2'-trimethylsilyl)ethanesulfonyl-Nε-4''-methoxybenzyl-L-α-vinyllysinol (925451-46-3) → Nα-benzoyl-Nε-(2'-trimethylsilyl)ethanesulfonyl-Nε-4''-methoxybenzyl-L-α-vinyllysine (925451-49-6)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 - 20 ℃;

DOI:10.1021/ja067240k

Reference yield:

N-(2'-trimethylsilyl)ethanesulfonyl-4-methoxybenzylamine (925451-33-8) → Nα-benzoyl-Nε-(2'-trimethylsilyl)ethanesulfonyl-Nε-4''-methoxybenzyl-L-α-vinyllysine (925451-49-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 77 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 91 percent / sodium iodide / acetone / 14 h / 50 °C / Heating

3.1: LDA; n-BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 °C

3.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 5 h / -78 °C

4.1: 96 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

5.1: CrO₃; aq. H₂SO₄ / acetone / 0 - 20 °C

With chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; acetone; 5.1: Jones oxidation;

DOI:10.1021/ja067240k

Reference yield:

N-(2'-trimethylsilyl)ethanesulfonyl-N-(4''-chlorobutyl)-4-methoxybenzylamine (925451-36-1) → Nα-benzoyl-Nε-(2'-trimethylsilyl)ethanesulfonyl-Nε-4''-methoxybenzyl-L-α-vinyllysine (925451-49-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 91 percent / sodium iodide / acetone / 14 h / 50 °C / Heating

2.1: LDA; n-BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / -78 °C

2.2: tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 5 h / -78 °C

3.1: 96 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

4.1: CrO₃; aq. H₂SO₄ / acetone / 0 - 20 °C

With chromium(VI) oxide; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; acetone; 4.1: Jones oxidation;

DOI:10.1021/ja067240k

upstream raw materials:

N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-vinyllysinol

N-(2'-trimethylsilyl)ethanesulfonyl-4-methoxybenzylamine

N-(2'-trimethylsilyl)ethanesulfonyl-N-(4''-chlorobutyl)-4-methoxybenzylamine

N-(2'-trimethylsilyl)ethanesulfonyl-N-4''-iodobutyl-4-methoxybenzylamine

Downstream raw materials:

methyl N^α-benzoyl-N^ε-(2''-trimethylsilyl)ethanesulfonyl-N^ε-4'''-methoxybenzyl-L-α-(2'E-benzenesulfonyl-2'-fluoro)vinyllysinate

methyl N^α-benzoyl-N^ε-(2''-trimethylsilyl)ethanesulfonyl-N^ε-4'''-methoxybenzyl-L-α-(2'Z-fluoro)vinyllysinate

methyl N^α-benzoyl-N^ε-(2'-trimethylsilyl)ethanesulfonyl-N^ε-4''-methoxybenzyl-L-α-formyllysinate

methyl N^α-benzoyl-N^ε-(2''-trimethylsilyl)ethanesulfonyl-L-α-(2'Z-fluorovinyl)lysinate

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