N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine

Base Information

• Chemical Name: N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine
• CAS No.: 745796-01-4
• Molecular Formula: C₇₀H₆₉N₃O₇Si
• Molecular Weight: 1092.42

Synonyms:N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine

Chemical Property of N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine

Chemical Property:

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Technology Process of N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine

There total 5 articles about N-{N^α,N^ε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine 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: 76.0%

Pyrene-1-carboxylic acid (19694-02-1) + N-L-Orn-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine (745796-00-3) → N-{Nα,Nε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine (745796-01-4)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/ja049061d

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N-{Nα,Nε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine (745796-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 55 percent / diisopropylethylamine; PyBOP / dimethylformamide / 1 h / 20 °C

3: 86 percent / piperidine / dimethylformamide / 0.02 h / 20 °C

4: 76 percent / PyBOP; ethyldiisopropylamine / dimethylformamide / 1 h / 20 °C

With piperidine; 1H-imidazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ja049061d

Reference yield:

O-(4,4'-dimethoxytrityl)diethanolamine (516462-74-1) → N-{Nα,Nε-bis(pyrene-1-carbonyl)-L-Orn}-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine (745796-01-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 55 percent / diisopropylethylamine; PyBOP / dimethylformamide / 1 h / 20 °C

3: 86 percent / piperidine / dimethylformamide / 0.02 h / 20 °C

4: 76 percent / PyBOP; ethyldiisopropylamine / dimethylformamide / 1 h / 20 °C

With piperidine; 1H-imidazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ja049061d

upstream raw materials:

Pyrene-1-carboxylic acid

N-L-Orn-O-(4,4'-dimethoxytrityl)-O'-(tert-butyldimethylsilyl)diethanolamine

tert-butyldimethylsilyl chloride

O-(4,4'-dimethoxytrityl)diethanolamine

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