1-Boc-3-iodoazetidine

Base Information

• Chemical Name: 1-Boc-3-iodoazetidine
• CAS No.: 254454-54-1
• Molecular Formula: C8H14INO2
• Molecular Weight: 283.109
• Hs Code.: 29339900
• European Community (EC) Number: 674-969-9
• DSSTox Substance ID: DTXSID40451431
• Nikkaji Number: J2.894.544B
• Wikidata: Q72449686
• Mol file: 254454-54-1.mol

Synonyms:1-Boc-3-iodoazetidine;254454-54-1;Tert-butyl 3-iodoazetidine-1-carboxylate;1-Boc-3-iodo-azetidine;N-Boc-3-iodoazetidine;1-boc-3-(iodo)azetidine;3-iodo-azetidine-1-carboxylic acid tert-butyl ester;1-(tert-butoxycarbonyl)-3-iodoazetidine;3-iodoazetidine, n-boc protected;MFCD09752821;tert-butyl3-iodoazetidine-1-carboxylate;1-AZETIDINECARBOXYLIC ACID, 3-IODO-, 1,1-DIMETHYLETHYL ESTER;3-iodoazetidine-1-carboxylic acid tert-butyl ester;C8H14INO2;N-Boc-3-iodo azetidine;SCHEMBL187870;DTXSID40451431;XPDIKRMPZNLBAC-UHFFFAOYSA-N;BCP15309;CS-D0674;STR08620;1-Boc-3-Iodoazetidine, AldrichCPR;BBL103243;STL557053;N-tert-butoxycarbonyl-3-iodoazetidine;AKOS005146243;PB26490;PS-4224;N-(tert-butoxycarbonyl)-3-iodoazetidine;tert-butyl 3-iodo-1-azetidinecarboxylate;tert-Butyl 3-iodo-l-azetidinecarboxylate;tert-butyl-3-iodo-1-azetidinecarboxylate;AC-24351;HY-40145;SY018069;AM20090304;B4288;FT-0648169;EN300-83057;A26663;3-iodoazetidin-1-carboxylic acid tert-butyl ester;J-524552

Chemical Property of 1-Boc-3-iodoazetidine

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.555
• Boiling Point: 282.037 °C at 760 mmHg
• PKA: -3.39±0.40(Predicted)
• Flash Point: 124.372 °C
• PSA: 29.54000
• Density: 1.632 g/cm³
• LogP: 1.97860
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 283.00693
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

99%Min. ^*data from raw suppliers

N-Boc-3-iodoazetidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 25-36-50
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(C1)I
• Uses: 1-Boc-3-iodoazetidine is used as an organic chemical synthesis intermediate.

Technology Process of 1-Boc-3-iodoazetidine

There total 9 articles about 1-Boc-3-iodoazetidine 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: 100.0%

tert-butyl 3-hydroxyazetidine-1-carboxylate (141699-55-0) → tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 20 ℃; for 4h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.9b00579

Reference yield: 84.0%

3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester (141699-58-3) → tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1)

Guidance literature:

With potassium iodide; In N,N-dimethyl-formamide; at 110 ℃; for 16h;

Reference yield: 78.0%

1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2) → tert-butyl-3-iodoazetidine-1-carboxylate (254454-54-1)

Guidance literature:

With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In 1,2-dichloro-ethane; for 3h; Product distribution / selectivity; Reflux; Irradiation;

upstream raw materials:

3-methanesulfonyloxy-azetidine-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

tert-butyl 3-hydroxyazetidine-1-carboxylate

tert-butyl 3-{[(trifluoromethyl)sulfonyl]oxy}azetidine-1-carboxylate

Downstream raw materials:

tert-butyl 3-benzoylazetidine-1-carboxylate

tert-butyl 3-(dimethylamino)azetidine-1-carboxylate

tert-butyl-3-(4-fluorophenyl)azetidine-1-carboxylate

tert-butyl 3-(4'-methylphenyl)azetidine-1-carboxylate

Refernces

• 1、 Andersen, Claire,Bernardelli, Patrick,Cossy, Janine,Daumas, Marc,Ferey, Vincent,Guérinot, Amandine. "Copper-Catalyzed Cross-Coupling between Alkyl (Pseudo)halides and Bicyclopentyl Grignard Reagents". supporting information. . Retrieved 2020/08/05.
• 2、 Andersen, Claire,Ferey, Vincent,Daumas, Marc,Bernardelli, Patrick,Guérinot, Amandine,Cossy, Janine. "Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling". supporting information. p. 2285 - 2289. Retrieved 2019/03/29.