N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester

Base Information

• Chemical Name: N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester
• CAS No.: 151012-16-7
• Molecular Formula: C₂₁H₃₁ClN₂O₆
• Molecular Weight: 442.94

Synonyms:N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester

Chemical Property of N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester

Chemical Property:

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Technology Process of N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester

There total 1 articles about N^α-(tert-butoxycarbonyl)-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester 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: 54.0%

di-tert-butyl dicarbonate (24424-99-5) + Nε-(2-chlorobenzyloxycarbonyl)-Nα-methyllysine methyl ester → Nα-(tert-butoxycarbonyl)-Nα-methyl-Nε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester (151012-16-7)

Guidance literature:

In dichloromethane; for 4h;

DOI:10.1021/jm9508043

Reference yield: 92.0%

Nα-(tert-butoxycarbonyl)-Nα-methyl-Nε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester (151012-16-7) → Boc-[N-MeLys(ClZ)]-OH (151012-17-8)

Guidance literature:

With sodium hydroxide; In methanol; at 0 - 20 ℃;

DOI:10.1021/jm9508043

Reference yield:

Nα-(tert-butoxycarbonyl)-Nα-methyl-Nε-(2-chlorobenzyloxycarbonyl)-L-lysine methyl ester (151012-16-7) → (S)-6-(2-Chloro-benzyloxycarbonylamino)-2-methylamino-hexanoic acid tert-butyl ester (191939-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / 1N NaOH / methanol / 0 - 20 °C

2: 1.) H₂SO₄ / 1.) dioxane, 10 min, 2.) dioxane, 6 h

With sodium hydroxide; sulfuric acid; In methanol;

DOI:10.1021/jm9508043

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

Boc-[N-MeLys(ClZ)]-OH

(S)-6-(2-Chloro-benzyloxycarbonylamino)-2-methylamino-hexanoic acid tert-butyl ester

tris(benzyloxycarbonyl)-L-arginyl-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine

tris(benzyloxycarbonyl)-L-arginyl-N^α-methyl-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysine tert-butyl ester

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