O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide

Base Information

• Chemical Name: O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide
• CAS No.: 165282-32-6
• Molecular Formula: C₅₂H₇₄N₁₀O₁₉
• Molecular Weight: 1143.22

Synonyms:O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide

Chemical Property of O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide

Chemical Property:

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Technology Process of O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide

There total 10 articles about O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide 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: 84.0%

O5.1 ethyl α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide formate + O1.4-ethyl dihydrogen N2.1,N6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-L-glutamate (165282-31-5) → O5.5-ethyl dihydrogen N2.1,N6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide (165282-32-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; acetonitrile; at 37 ℃; for 8h; V₈ protease, ammonium bicarbonate buffer;

Reference yield:

L-Leucine ethyl ester (2743-60-4,75023-21-1) → O5.5-ethyl dihydrogen N2.1,N6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide (165282-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / ethanol; acetonitrile; H₂O / 25 h / 37 °C / immobilized pronase E

2: 92 percent / ethanol; acetonitrile; H₂O / 25 h / 37 °C / immobilized proteinase K

3: 97 percent / Pd/Al₂O₃ / methanol; H₂O / 0.5 h / 20 °C

4: 84 percent / (iPr)2NEt / ethanol; acetonitrile / 8 h / 37 °C / V₈ protease, ammonium bicarbonate buffer

With palladium/alumina; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; water; acetonitrile;

Reference yield:

2-benzyloxycarbonylamino-pentanedioic acid diethyl ester (57471-68-8) → O5.5-ethyl dihydrogen N2.1,N6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide (165282-32-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / 1.) 1 M NaOH/EtOH, K₂CO₃, KHCO₃ / ethanol / 20 h / 37 °C / chymopapain, CHES buffer, EDTA, dithiothreitol

2: 79 percent / ethanol; acetonitrile; H₂O / 25 h / 37 °C / immobilized pronase E

3: 92 percent / ethanol; acetonitrile; H₂O / 25 h / 37 °C / immobilized proteinase K

4: 97 percent / Pd/Al₂O₃ / methanol; H₂O / 0.5 h / 20 °C

5: 84 percent / (iPr)2NEt / ethanol; acetonitrile / 8 h / 37 °C / V₈ protease, ammonium bicarbonate buffer

With sodium hydroxide; palladium/alumina; ethanol; potassium carbonate; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; water; acetonitrile;

upstream raw materials:

O^1.4-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-L-glutamate

L-Leucine ethyl ester

2-benzyloxycarbonylamino-pentanedioic acid diethyl ester

N_α,N_ξ-di-Cbz-L-lysylglycine ethyl ester

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