2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine

Base Information

• Chemical Name: 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine
• CAS No.: 1450752-97-2
• Molecular Formula: C₇H₁₁N₃
• Molecular Weight: 137.184
• Mol file: 1450752-97-2.mol

Synonyms:2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine

Chemical Property of 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine

Chemical Property:

• Boiling Point: 192.5±36.0 °C(Predicted)
• PKA: 9.77±0.10(Predicted)
• Density: 1.07±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

3-(3-Butyn-1-yl)-3H-diazirine-3-ethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-(3-(But-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine is used for chemical probe synthesis, this trifunctional building block contains a light-activated diazirine, alkyne tag, and amine synthetic handle. When appended to a ligand or pharmacophore through its amine linker, this building block allows for UV light-induced covalent modification of a biological target with potential for downstream applications via the alkyne tag. Use alone or in parallel with other multi-functional building blocks to discover the optimal probe for your chemical biology experiments.

Technology Process of 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine

There total 8 articles about 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine 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: 80.0%

3-(but-3-ynyl)-3-(2-azidoethyl)-3H-diazirine (1450754-42-3) → 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine (1450752-97-2)

Guidance literature:

3-(but-3-ynyl)-3-(2-azidoethyl)-3H-diazirine; With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 24h; Inert atmosphere;

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1002/anie.201300683

Reference yield:

1-hydroxy-3-ketohept-6-yne (1450754-40-1) → 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine (1450752-97-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium hydroxide / methanol / 4 h / -30 - 0 °C

1.2: 2.5 h / -15 °C

1.3: 0 °C

2.1: pyridine; dmap; triethylamine / dichloromethane / 0 - 20 °C

3.1: sodium azide / N,N-dimethyl-formamide / 70 °C

4.1: triphenylphosphine / tetrahydrofuran; water / 24 h

With pyridine; dmap; ammonium hydroxide; sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.201708151

Reference yield:

2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-ol (1450754-41-2) → 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-amine (1450752-97-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; dmap; triethylamine / dichloromethane / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 70 °C

3: triphenylphosphine / tetrahydrofuran; water / 24 h

With pyridine; dmap; sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.201708151

upstream raw materials:

1-hydroxy-3-ketohept-6-yne

2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-ol

3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine

3-(but-3-ynyl)-3-(2-azidoethyl)-3H-diazirine

Downstream raw materials:

2-(2-fluoro-4-iodophenylamino)-N-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethyl)-3,4-difluorobenzamide

C₂₇H₂₈N₈O₂

1-(4-(3-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylcarbamoyl)phenoxy)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea

C₂₇H₃₄ClN₉O₂