Tert-butyl 2-iodoacetate

Base Information

• Chemical Name: Tert-butyl 2-iodoacetate
• CAS No.: 49827-15-8
• Molecular Formula: C6H11 I O2
• Molecular Weight: 242.057
• Hs Code.: 2915900090
• DSSTox Substance ID: DTXSID40452226
• Nikkaji Number: J1.282.606K
• Wikidata: Q82272714
• Mol file: 49827-15-8.mol

Synonyms:Tert-butyl 2-iodoacetate;49827-15-8;IODO-ACETIC ACID TERT-BUTYL ESTER;tert-butyl iodoacetate;MFCD09833728;Acetic acid, iodo-, 1,1-dimethylethyl ester;IODOacetic acid TERT-BUTYL ESTER;t-butyliodoacetate;t-butyl iodoacetate;IODO-ACETICACIDTERT-BUTYLESTER;t-Butyl 2-iodoacetate;Tert-butyl2-iodoacetate;SCHEMBL610882;DTXSID40452226;QYPDJIDQEZDFLS-UHFFFAOYSA-N;ZBA82715;AKOS005068197;CS-W022991;DS-6610;SB37358;SY029329;FT-0699480;F19884;tert-Butyl 2-iodoacetate - stabilized over Cu;A871717

Chemical Property of Tert-butyl 2-iodoacetate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Boiling Point: 206.416°C at 760 mmHg
• Flash Point: 78.638°C
• PSA: 26.30000
• Density: 1.614g/cm3
• LogP: 1.76310
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 241.98038
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylIodoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CI
• Uses: tert-Butyl Iodoacetate is used in the synthesis and biological evaluation of water-soluble derivative of potent V-ATPase inhibitor archazolid.

Technology Process of Tert-butyl 2-iodoacetate

There total 5 articles about Tert-butyl 2-iodoacetate 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%

bromoacetic acid tert-butyl ester (5292-43-3) → t-butyl iodoacetate (49827-15-8)

Guidance literature:

With sodium iodide; In acetone;

Reference yield: 45.0%

tert-butyl 2-(2-hydroxytetrahydrofuran-2-yl)acetate (70030-41-0) → t-butyl iodoacetate (49827-15-8) + tert-butyl 3-iodopropyl propanedioate (153851-08-2)

Guidance literature:

With iodine; mercury(II) oxide; In benzene; for 3h; Product distribution; Irradiation; selective radical cleavage of lactol ring; ring expansion of the γ- and δ-lactol derivatives;

Reference yield: 7.0%

tert-butyl (2-hydroxy-5-methyltetrahydrofuran-2-yl)acetate (153851-06-0) → t-butyl iodoacetate (49827-15-8) + tert-butyl 3-iodo-1-methylpropyl propanedioate

Guidance literature:

With iodine; mercury(II) oxide; In benzene; for 6h; Irradiation;

upstream raw materials:

tert-Butyl chloroacetate

tert-butyl 2-(2-hydroxytetrahydrofuran-2-yl)acetate

tert-butyl (2-hydroxy-5-methyltetrahydrofuran-2-yl)acetate

bromoacetic acid tert-butyl ester

Downstream raw materials:

2-[4-(3-((4S)-2-oxo-4-phenyl)-(1,3-oxazolidin-3-yl))]-(1S,2S)-2-{[(tert-butyl)oxycarbonylmethyl-3-oxo-1-vinylpropyl]phenyl}propane-1,3-dioic acid bis(1,1-dimethylethyl) ester

4-(2,4-difluoro-phenyl)-4-oxo-butyric acid tert-butyl ester

Refernces

• 1、 -. "TARGETED RADIOPHARMACEUTICALS FOR THE DIAGNOSIS AND TREATMENT OF PROSTATE CANCER". Page/Page column 65. . Retrieved 2021/01/29.
• 2、 -. "A natural product scurfpea and its enantiomer asymmetric synthetic method". Paragraph 0053-0055. . Retrieved 2017/10/22.