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

Base Information

Chemical Name:N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide
CAS No.:864739-15-1
Molecular Formula:C₃₁H₃₆Br₂N₄O₅
Molecular Weight:704.459
Hs Code.:

N<sup>2</sup>-[3,5-dibromo-D-tyrosyl]-N<sup>6</sup>-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

Synonyms:N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

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Technology Process of N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

There total 5 articles about N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-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: 58.0%

: 864738-87-4
N²-[N-(1,1-dimethylethoxycarbonyl)-3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

: 864739-15-1
N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm0490641

Reference yield:

: 2389-45-9
Boc-Lys(Z)-OH

: 864739-15-1
N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / diisopropylethylamine; TBTU; HOBt / dimethylformamide / 20 °C

2.1: 99 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

3.2: 79 percent / tetrahydrofuran / -15 - 20 °C

4.1: 58 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0490641

Reference yield:

: 64-04-0
phenethylamine

: 864739-15-1
N²-[3,5-dibromo-D-tyrosyl]-N⁶-(phenylmethoxycarbonyl)-L-lysine-2-phenethylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / diisopropylethylamine; TBTU; HOBt / dimethylformamide / 20 °C

2.1: 99 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3.1: isobutyl chloroformate; N-methylmorpholine / tetrahydrofuran / 0.25 h / -15 °C

3.2: 79 percent / tetrahydrofuran / -15 - 20 °C

4.1: 58 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0490641