2-Tert-butyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-Tert-butyl-1,3,4-oxadiazole
• CAS No.: 251540-53-1
• Molecular Formula: C6H10N2O
• Molecular Weight: 126.158
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20464983
• Nikkaji Number: J1.650.315K
• Wikidata: Q72503870
• Mol file: 251540-53-1.mol

Synonyms:2-tert-butyl-1,3,4-oxadiazole;251540-53-1;1,3,4-Oxadiazole, 2-(1,1-dimethylethyl)-;2-(tert-Butyl)-1,3,4-oxadiazole;2-tert-Butyl-[1,3,4]oxadiazole;t-butyl-1,3,4-oxadiazole;SCHEMBL1101997;DTXSID20464983;SETCKKFZFOFBSI-UHFFFAOYSA-N;BCP27295;MFCD08689904;AKOS000283824;AS-17411;AM20090297;CS-0320598;FT-0651469;A15413;F15055;EN300-7423309;W-202057

Chemical Property of 2-Tert-butyl-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 2.15mmHg at 25°C
• Refractive Index: 1.441
• Boiling Point: 168.4 °C at 760 mmHg
• Flash Point: 49.9 °C
• PSA: 38.92000
• Density: 1.006 g/cm³
• LogP: 1.36710
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 126.079312947
• Heavy Atom Count: 9
• Complexity: 97.7

Purity/Quality:

97% ^*data from raw suppliers

2-tert-Butyl-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=NN=CO1
• Uses: 2-tert-Butyl-1,3,4-oxadiazole is an intermediate used to prepare orally active nonpeptidic inhibitors of human neutrophil elastase. It is also used in the synthesis of Oxadiazolyl ketones as potent DPPIV inhibitors.

Technology Process of 2-Tert-butyl-1,3,4-oxadiazole

There total 6 articles about 2-Tert-butyl-1,3,4-oxadiazole 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: 75.0%

pivalohydrazide (42826-42-6) + trimethyl orthoformate (149-73-5) → 2-tert-Butyl-1,3,4-oxadiazole (251540-53-1)

Guidance literature:

With toluene-4-sulfonic acid; at 16 - 70 ℃; for 2h; Large scale;

DOI:10.1021/op800076r

Reference yield:

tert-butylcarbohydrazonic acid → 2-tert-Butyl-1,3,4-oxadiazole (251540-53-1)

Guidance literature:

With p-toluenesulfonic acid monohydrate; trimethyl orthoformate;

Reference yield:

pivalohydrazide (42826-42-6) + orthoformic acid triethyl ester (122-51-0) → 2-tert-Butyl-1,3,4-oxadiazole (251540-53-1)

Guidance literature:

at 160 ℃; for 21h;

DOI:10.1002/ejoc.201403352

upstream raw materials:

pivalohydrazide

trimethyl orthoformate

Methyl pivalate

p-toluenesulfonic acid monohydrate

Downstream raw materials:

tert-butyl-(2S,4S)-2-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)carbonyl]-4-fluoropyrrolidine-1-carboxylate

(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide

(2S)-1-[1-(triphenylmethyl)imidazol-4-yl]carbonyl-3-(1,2,3,4-tetrahydroisoquinolyl)-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-2-hydroxy-1-(methylethyl)ethyl]carboxamide

(2S)-1-{[1-(triphenylmethyl)imidazol-4-yl]carbonyl}-indolin-2-yl-N-[(1S)-2-(5-tert-butyl-1,3,4-oxadiazol-2-yl)-1-(methylethyl)-2-oxoethyl]carboxamide