N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester

Base Information

• Chemical Name: N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester
• CAS No.: 126874-60-0
• Molecular Formula: C₃₃H₄₃Cl₃N₂O₈
• Molecular Weight: 702.072

Synonyms:N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester

Chemical Property of N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester

Chemical Property:

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Technology Process of N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester

There total 3 articles about N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl 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: 91.0%

Nα-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-Nε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester (93836-41-0) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → N2-<1-(ethoxycarbonyl)-3-phenylpropyl>-N6-<(phenylmethoxy)carbonyl>-N2-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester (126874-60-0)

Guidance literature:

With pyridine; In tetrahydrofuran; for 2h;

DOI:10.1021/jm00168a012

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → N2-<1-(ethoxycarbonyl)-3-phenylpropyl>-N6-<(phenylmethoxy)carbonyl>-N2-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester (126874-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / conc. H₂SO₄ / dioxane / 18 h

2: 28 percent / K₂CO₃ / acetonitrile / 18 h / Heating

3: 91 percent / pyridine / tetrahydrofuran / 2 h

With pyridine; sulfuric acid; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; acetonitrile;

DOI:10.1021/jm00168a012

Reference yield:

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (63628-63-7) → N2-<1-(ethoxycarbonyl)-3-phenylpropyl>-N6-<(phenylmethoxy)carbonyl>-N2-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine tert-butyl ester (126874-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 28 percent / K₂CO₃ / acetonitrile / 18 h / Heating

2: 91 percent / pyridine / tetrahydrofuran / 2 h

With pyridine; potassium carbonate; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm00168a012

upstream raw materials:

N^α-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-N^ε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester

2,2,2-Trichloroethyl chloroformate

N₆-[(benzyloxy)carbonyl]-L-lysine

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

Downstream raw materials:

N²-<1-(ethoxycarbonyl)-3-phenylpropyl>-N⁶-<(phenylmethoxy)carbonyl>-N²-<(2,2,2-trichloroethoxy)carbonyl>-L-lysine

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