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

Base Information

• Chemical Name: N^α-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-N^ε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester
• CAS No.: 93836-41-0
• Molecular Formula: C₃₀H₄₂N₂O₆
• Molecular Weight: 526.673

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

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

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

There total 3 articles about N^α-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-N^ε-<(phenylmethoxy)carbonyl>-(S)-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: 28.0%

ethyl 2-bromo-4-phenylbutanoate (82586-61-6) + Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (63628-63-7) → Nα-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-Nε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester (93836-41-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 18h; Heating;

DOI:10.1021/jm00168a012

Reference yield:

ethyl 2-bromo-4-phenylbutanoate (82586-61-6) + Nε-benzyloxycarbonyl-L-lysine tert-butyl ester (63628-63-7) → Nα-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-Nε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester (93836-41-0) + Nα-<1(R)-(ethoxycarbonyl)-3-phenylpropyl>-Nε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 70 ℃; for 44h;

DOI:10.1021/jm00127a033

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-Nε-<(phenylmethoxy)carbonyl>-(S)-lysine tert-butyl ester (93836-41-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

DOI:10.1021/jm00168a012

upstream raw materials:

ethyl 2-bromo-4-phenylbutanoate

Nε-benzyloxycarbonyl-L-lysine tert-butyl ester

N₆-[(benzyloxy)carbonyl]-L-lysine

Downstream raw materials:

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

7-α-<1(S)-(ethoxycarbonyl)-3-phenylpropyl>-N^ε-<(phenylmethoxy)carbonyl>-(S)-lysyl>-1,4-dithia-7-azaspiro<4.4>nonane-8(S)-carboxylic acid benzyl ester

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

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

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