Azidomethyl 2,2-dimethylpropanoate

Base Information

• Chemical Name: Azidomethyl 2,2-dimethylpropanoate
• CAS No.: 872700-68-0
• Molecular Formula: C6H11N3O2
• Molecular Weight: 157.172
• European Community (EC) Number: 694-548-3
• Nikkaji Number: J2.916.892J
• Mol file: 872700-68-0.mol

Synonyms:Azidomethyl 2,2-dimethylpropanoate;872700-68-0;azidomethyl pivalate;Propanoic acid, 2,2-dimethyl-, azidomethyl ester;Azidomethyl pivalate, 97%;SCHEMBL13464950;MEJGIRNNNFPMOX-UHFFFAOYSA-N;2,2-dimethylpropionic acid azidomethyl ester;EN300-257496

Chemical Property of Azidomethyl 2,2-dimethylpropanoate

Chemical Property:

• Refractive Index: n20/D1.428
• Flash Point: 59℃
• PSA: 76.05000
• Density: 1.026 g/mL at 25 °C
• LogP: 1.29626
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 157.085126602
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

97% ^*data from raw suppliers

Azidomethyl pivalate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)OCN=[N+]=[N-]

Technology Process of Azidomethyl 2,2-dimethylpropanoate

There total 1 articles about Azidomethyl 2,2-dimethylpropanoate 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: 98.0%

Chloromethyl pivalate (18997-19-8) → azidomethyl pivalate (872700-68-0)

Guidance literature:

With sodium azide; In water; at 90 ℃; for 18h;

DOI:10.1002/asia.201800452

Reference yield: 100.0%

azidomethyl pivalate (872700-68-0) + (2R,3R,4S,5S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-(but-3-yn-1-yl)tetrahydrofuran → {4-[(2,3,5-O-tribenzyl-β-D-ribofuranosyl)ethyl]triazole-1-yl}methyl 2,2-dimethylpropionate

Guidance literature:

With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.3987/COM-17-13837

Reference yield: 96.0%

azidomethyl pivalate (872700-68-0) + 1-(1-(2-methoxyphenyl)-3-(trimethylsilyl)prop-2-ynyl)-1H-benzo[d][1,2,3]triazole (1236769-69-9) → (4-((1H-benzo[d][1,2,3]triazol-1-yl)(2-methoxyphenyl)methyl)-1H-1,2,3-triazol-1-yl)methyl pivalate (1236769-77-9)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/ol101082v

upstream raw materials:

Chloromethyl pivalate

Downstream raw materials:

2,2-dimethyl-propionic acid 4-(2-nitro-phenyl)-[1,2,3]triazol-1-ylmethyl ester

2,2-dimethyl-propionic acid 4-(4-cyano-phenyl)-[1,2,3]triazol-1-ylmethyl ester

2,2-dimethyl-propionic acid 4-(1-hydroxy-cyclohexyl)-[1,2,3]triazol-1-ylmethyl ester

2,2-dimethyl-propionic acid 4-(3,5-bis-trifluoromethyl-phenyl)-[1,2,3]triazol-1-ylmethyl ester

Refernces

• 1、 -. "Heterocyclic compounds as TYK2 inhibitors and methods of synthesis and use". Paragraph 0180-0183. . Retrieved 2020/11/23.
• 2、 -. "N-ACYLPIPERIDINE ETHER TROPOMYOSIN-RELATED KINASE INHIBITORS". Page/Page column 202. . Retrieved 2015/07/07.