3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol

Base Information

• Chemical Name: 3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol
• CAS No.: 1380597-18-1
• Molecular Formula: C₃₆H₂₉NO₃
• Molecular Weight: 523.631
• Mol file: 1380597-18-1.mol

Synonyms:3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol

Chemical Property of 3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol

There total 1 articles about 3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol 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: 91.0%

2-ethynyl-6-methoxynaphthalene (129113-00-4) + 1-benzylaziridine-2-carboxylic acid ethyl ester (34943-06-1) → 3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol (1380597-18-1)

Guidance literature:

2-ethynyl-6-methoxynaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

1-benzylaziridine-2-carboxylic acid ethyl ester; In tetrahydrofuran; hexane; for 2h; Inert atmosphere;

DOI:10.1021/ol301187s

Reference yield: 91.0%

3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol (1380597-18-1) → 2-(azidomethyl)-1-benzyl-5-(6-methoxynaphthalen-2-yl)-3-((6-methoxynaphthalen-2-yl)ethynyl)-1H-pyrrole (1380597-28-3)

Guidance literature:

3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol; With N,N,N,N,-tetramethylethylenediamine; trimethylsilylazide; In acetonitrile; at 20 ℃; Inert atmosphere;

With silver(I) acetate; In acetonitrile; for 0.5h; Inert atmosphere;

DOI:10.1021/ol301187s

Reference yield:

3-(1-benzylaziridin-2-yl)-1,5-bis(6-methoxynaphthalen-2-yl)penta-1,4-diyn-3-ol (1380597-18-1) → 1-benzyl-2,5-bis(6-methoxynaphthalen-2-yl)-1H-pyrrolo[2,3-c]pyridine (1380597-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N,N,-tetramethylethylenediamine; trimethylsilylazide / acetonitrile / 20 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

2.1: potassium hydroxide / N,N-dimethyl-formamide / 140 °C / Inert atmosphere

With N,N,N,N,-tetramethylethylenediamine; trimethylsilylazide; potassium hydroxide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ol301187s

upstream raw materials:

2-ethynyl-6-methoxynaphthalene

1-benzylaziridine-2-carboxylic acid ethyl ester

Downstream raw materials:

2-(azidomethyl)-1-benzyl-5-(6-methoxynaphthalen-2-yl)-3-((6-methoxynaphthalen-2-yl)ethynyl)-1H-pyrrole

1-benzyl-2,5-bis(6-methoxynaphthalen-2-yl)-1H-pyrrolo[2,3-c]pyridine