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

Base Information

• Chemical Name: 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine
• CAS No.: 1450754-38-7
• Molecular Formula: C₇H₉IN₂
• Molecular Weight: 248.066
• Mol file: 1450754-38-7.mol

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

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

Chemical Property:

• Boiling Point: 238.8±36.0 °C(Predicted)
• Density: 1.67±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99% ^*data from raw suppliers

3-(But-3-Yn-1-Yl)-3-(2-Iodoethyl)-3h-Diazirine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Used for chemical probe synthesis, this trifunctional building block contains a light-activated diazirine, alkyne tag, and iodine synthetic handle. When appended to a ligand or pharmacophore through its iodinated 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 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine

There total 1 articles about 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine 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:

3-oxo-hept-6-ynoic acid methyl ester (100330-50-5) → 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (1450754-38-7)

Guidance literature:

Multi-step reaction with 6 steps

1: toluene-4-sulfonic acid / toluene / 6 h / 120 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

3: hydrogenchloride / tetrahydrofuran; water / 16 h / 20 °C / Inert atmosphere

4: ammonia / dichloromethane / 16.25 h / -40 - 20 °C

5: triethylamine; iodine / dichloromethane / 4 h / 20 °C / Inert atmosphere

6: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; ammonia; iodine; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; toluene;

Reference yield: 86.0%

BIBF 1202 (894783-71-2) + 3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (1450754-38-7) → 2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethyl (Z)-3-(((4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenyl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h; Darkness;

DOI:10.1039/d1cc05621b

Reference yield: 84.0%

3-(but-3-yn-1-yl)-3-(2-iodoethyl)-3H-diazirine (1450754-38-7) + 2-fluoro-4-hydroxybenzaldehyde (348-27-6) → 4-(2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethoxy)-2-fluorobenzaldehyde

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.112026

upstream raw materials:

3-oxo-hept-6-ynoic acid methyl ester

Downstream raw materials:

6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-amine

6-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine

4-(2-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)phenyl)-5-(4-fluorophenyl)-1H-imidazol-4-yl)pyridine

C₂₇H₃₄ClN₉O₂