N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

Base Information

• Chemical Name: N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide
• CAS No.: 864739-01-5
• Molecular Formula: C₂₇H₃₇N₃O₅
• Molecular Weight: 483.608

Synonyms:N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

Chemical Property of N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

Chemical Property:

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Technology Process of N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

There total 1 articles about N²-(1,1-dimethylethoxycarbonyl)-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide 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: 96.0%

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid (55878-47-2) + phenethylamine (64-04-0) → N2-(1,1-dimethylethoxycarbonyl)-N6-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide (864739-01-5)

Guidance literature:

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0490641

Reference yield: 98.0%

N2-(1,1-dimethylethoxycarbonyl)-N6-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide (864739-01-5) → N6-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide (864738-86-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm0490641

Reference yield:

N2-(1,1-dimethylethoxycarbonyl)-N6-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide (864739-01-5) → N2-[N-(1,1-dimethylethoxycarbonyl)-3,5-dibromo-D-tyrosyl]-N6-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide (864738-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

2: 81 percent / diisopropylethylamine; TBTU; HOBt / dimethylformamide / 20 °C

With benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0490641

upstream raw materials:

(R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid

phenethylamine

Downstream raw materials:

N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

N²-[N-(1,1-dimethylethoxycarbonyl)-3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

N²-[N-(1,1-dimethylethoxycarbonyl)-3,5-dibromo-L-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-D-lysine-2-phenethylamide

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