N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide

Base Information

• Chemical Name: N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide
• CAS No.: 139009-75-9
• Molecular Formula: C₂₇H₃₆N₄O₆
• Molecular Weight: 512.606

Synonyms:N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide

Chemical Property of N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide

Chemical Property:

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Technology Process of N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide

There total 1 articles about N²-(tert-butoxycarbonyl)-N⁶-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide 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: 68.0%

Boc-Lys(Z)-OH (2389-45-9) + N-acetyl-p-phenylenediamine (122-80-5) → N2-(tert-butoxycarbonyl)-N6-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide (139009-75-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; 1) 0-5 deg C, 1 h, 2) 25 deg C, 3 h;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield: 96.0%

toluene-4-sulfonic acid (104-15-4) + N2-(tert-butoxycarbonyl)-N6-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide (139009-75-9) → N2-(tert-butoxycarbonyl)-L-lysin-4-acetamidoanilide 4-toluenesulfonate (139009-97-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In acetic acid; at 25 ℃; for 1h; under 2068.6 Torr;

DOI:10.1016/S0040-4020(01)80998-4

Reference yield:

N2-(tert-butoxycarbonyl)-N6-(benzyloxycarbonyl)-L-lysin-4-acetamidoanilide (139009-75-9) + trifluoroacetic acid (76-05-1) → [(S)-5-(4-Acetylamino-phenylcarbamoyl)-5-amino-pentyl]-carbamic acid benzyl ester; compound with trifluoro-acetic acid (139009-84-0)

Guidance literature:

In water; at 0 - 5 ℃; for 1.5h; Yield given;

DOI:10.1016/S0040-4020(01)80998-4

upstream raw materials:

Boc-Lys(Z)-OH

N-acetyl-p-phenylenediamine

Downstream raw materials:

N²-(tert-butoxycarbonyl)-L-lysin-4-acetamidoanilide 4-toluenesulfonate

[(S)-5-(4-Acetylamino-phenylcarbamoyl)-5-amino-pentyl]-carbamic acid benzyl ester; compound with trifluoro-acetic acid

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