benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate

Base Information

• Chemical Name: benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate
• CAS No.: 68280-74-0
• Molecular Formula: C₃₁H₄₁N₃O₇
• Molecular Weight: 567.682

Synonyms:benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate

Chemical Property of benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate

Chemical Property:

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Technology Process of benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate

There total 7 articles about benzyl N⁶-((benzyloxy)carbonyl)-N²-(tert-butoxycarbonyl)-L-lysyl-L-prolinate 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: 75.0%

Boc-Lys(Z)-OH (2389-45-9) + benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → benzyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysyl-L-prolinate (68280-74-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2015.04.061

Reference yield:

Boc-Lys(Z)-OH (2389-45-9) → benzyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysyl-L-prolinate (68280-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran / 0.08 h / -15 °C

2: tetrahydrofuran; dimethylformamide / -10 - 20 °C

With 4-methyl-morpholine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm9701132

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) + C24H36N2O8 (84890-96-0) → benzyl N6-((benzyloxy)carbonyl)-N2-(tert-butoxycarbonyl)-L-lysyl-L-prolinate (68280-74-0)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide; at -10 - 20 ℃; Yield given;

DOI:10.1021/jm9701132

upstream raw materials:

Boc-Lys(Z)-OH

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

C₂₄H₃₆N₂O₈

H-Pro-OBzl

Downstream raw materials:

benzyl N⁶-((benzyloxy)carbonyl)-L-lysyl-L-prolinate trifluoroacetate

benzyl N'-((benzyloxy)carbonyl)-L-lysyl-L-prolinate

Boc-Lys(Z)-Pro-OH

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