O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate

Base Information

• Chemical Name: O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate
• CAS No.: 165282-35-9
• Molecular Formula: C₂₀H₂₈N₂O₈
• Molecular Weight: 424.451
• Mol file: 165282-35-9.mol

Synonyms:O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate

Chemical Property of O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate

There total 1 articles about O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate 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: 78.0%

2-benzyloxycarbonylamino-pentanedioic acid diethyl ester (57471-68-8) + L-serine ethyl ester hydrochloride (26348-61-8,104055-46-1) → O5.1,O1.2-diethyl N1-Cbz-α-L-glutamyl-L-serinate (165282-35-9)

Guidance literature:

With sodium hydroxide; ethanol; potassium carbonate; potassium hydrogencarbonate; In ethanol; at 37 ℃; for 20h; chymopapain, CHES buffer, EDTA, dithiothreitol;

Reference yield: 79.0%

L-Leucine ethyl ester (2743-60-4,75023-21-1) + O5.1,O1.2-diethyl N1-Cbz-α-L-glutamyl-L-serinate (165282-35-9) → O5.1,O3-diethyl N1-Cbz-α-L-glutamyl-L-seryl-L-leucinate (165282-36-0)

Guidance literature:

In ethanol; water; acetonitrile; at 37 ℃; for 25h; immobilized pronase E;

Reference yield:

O5.1,O1.2-diethyl N1-Cbz-α-L-glutamyl-L-serinate (165282-35-9) → 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;

upstream raw materials:

2-benzyloxycarbonylamino-pentanedioic acid diethyl ester

L-serine ethyl ester hydrochloride

Downstream raw materials:

O^5.1,O³-diethyl N¹-Cbz-α-L-glutamyl-L-seryl-L-leucinate

O^5.1 ethyl N¹-Cbz-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide

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

Refernces