N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester

Base Information

• Chemical Name: N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester
• CAS No.: 181363-91-7
• Molecular Formula: C₂₆H₂₅N₅O₆
• Molecular Weight: 503.514

Synonyms:N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester

Chemical Property of N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester

Chemical Property:

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Technology Process of N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester

There total 5 articles about N¹-benzyl-N¹⁰-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester 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: 94.0%

Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate (108005-26-1) + N1-benzyl-(L)-tryptophan methyl ester (129784-64-1) → N1-benzyl-N10-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester (181363-91-7)

Guidance literature:

In methanol; Ambient temperature;

DOI:10.1016/0040-4039(96)01017-9

Reference yield:

methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate (141215-69-2,33900-28-6) → N1-benzyl-N10-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester (181363-91-7)

Guidance literature:

Multi-step reaction with 3 steps

1: KH / tetrahydrofuran; various solvent(s) / -50 - 20 °C

2: 1.32 g / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 94 percent / methanol / 3 h / Heating

With potassium hydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 1: Alkylation / 2: Hydrolysis / 3: Substitution;

DOI:10.1016/S0040-4020(00)00003-X

Reference yield:

3-(1-benzyl-1H-indol-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester (219497-33-3) → N1-benzyl-N10-[5,6-dicarbomethoxy-3-(1,2,4-triazinyl)]-(L)-tryptophan methyl ester (181363-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.32 g / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

2: 94 percent / methanol / 3 h / Heating

With trifluoroacetic acid; In methanol; dichloromethane; 1: Hydrolysis / 2: Substitution;

DOI:10.1016/S0040-4020(00)00003-X

upstream raw materials:

Dimethyl 3-(methylthio)-1,2,4-triazine-5,6-dicarboxylate

N¹-benzyl-(L)-tryptophan methyl ester

methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

3-(1-benzyl-1H-indol-3-yl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

Downstream raw materials:

C₂₈H₂₄F₃N₃O₇

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