1-Iodoethyl isopropyl carbonate

Base Information

• Chemical Name: 1-Iodoethyl isopropyl carbonate
• CAS No.: 84089-73-6
• Molecular Formula: C₆H₁₁IO₃
• Molecular Weight: 258.056
• DSSTox Substance ID: DTXSID60451812
• Nikkaji Number: J243.098C
• Mol file: 84089-73-6.mol

Synonyms:1-IODOETHYL ISOPROPYL CARBONATE;84089-73-6;1-iodoethyl Propan-2-yl Carbonate;isopropyl 1-iodoethoxyformate;1-iodoethylisopropyl carbonate;isopropyl 1-iodoethyl carbonate;SCHEMBL1783323;SODIUM1-UNDECANESULFONATE;DTXSID60451812;XZVBIIRIWFZJOE-UHFFFAOYSA-N;1-(isopropoxycarbonyloxy)ethyl iodide;AKOS015963370;1-(isopropyloxycarbonyloxy)ethyl iodide;Carbonic acid 1-iodoethylisopropyl ester;CS-0182735;(RS)-1-iodo-1-(propan-2-yl)oxycarbonyloxyethane

Chemical Property of 1-Iodoethyl isopropyl carbonate

Chemical Property:

• Vapor Pressure: 0.258mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 204.8 °C at 760 mmHg
• Flash Point: 77.7 °C
• PSA: 35.53000
• Density: 1.643 g/cm³
• LogP: 2.32900
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.97529
• Heavy Atom Count: 10
• Complexity: 114

Purity/Quality:

99%, ^*data from raw suppliers

1-IODOETHYL ISOPROPYL CARBONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)OC(C)I
• Uses: 1-Iodoethyl Isopropylcarbonate is an intermediate used in the synthesis of Cefotaxime Proxetil (C242935), which is an impurity of Cefotaxime (C242950), which is a broad spectrum third generation cephalosporin antibiotic. The name Cefotaxime applies to the isomer having a syn-methoxy imino group.

Technology Process of 1-Iodoethyl isopropyl carbonate

There total 2 articles about 1-Iodoethyl isopropyl carbonate 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: 95.0%

1-(isopropoxycarbonyloxy)ethyl chloride (98298-66-9) → 1-iodoethyl isopropyl carbonate (84089-73-6,91508-00-8)

Guidance literature:

With tetrabutylammomium bromide; sodium iodide; calcium chloride; In ethyl acetate; for 3h; Reflux;

Reference yield:

carbonochloridic acid 1-chloro-ethyl ester (50893-53-3) → 1-iodoethyl isopropyl carbonate (84089-73-6,91508-00-8)

Guidance literature:

Reference yield: 94.5%

1-iodoethyl isopropyl carbonate (84089-73-6,91508-00-8) + cefpodoxime (80210-62-4) → cefpodoxime proxetil (87239-81-4)

Guidance literature:

cefpodoxime; With 1-butyl-3-methylimidazolium hydroxide; potassium carbonate; In N,N-dimethyl-formamide; at -18 - -15 ℃; for 0.333333h; Inert atmosphere;

1-iodoethyl isopropyl carbonate; In N,N-dimethyl-formamide; for 0.5h; Reagent/catalyst; Temperature; Solvent; Inert atmosphere;

upstream raw materials:

1-(isopropoxycarbonyloxy)ethyl chloride

carbonochloridic acid 1-chloro-ethyl ester

Downstream raw materials:

(5R,6S)-3-(2-Fluoro-ethylsulfanyl)-6-((R)-1-hydroxy-ethyl)-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 1-isopropoxycarbonyloxy-ethyl ester

1-(isopropoxycarbonyloxy)ethyl (6R,7R)-3-(N,N-dimethylcarbamoyloxy)methyl-7-formamido-Δ³-cephem-4-carboxylate

1-(isopropoxycarbonyloxy)ethyl 7β-<2-(2-aminothiazol-4-yl)-(Z)-methoxyiminoacetamido>-3-acetoxymethyl-3-cephem-4-carboxylate

Refernces

• 1、 -. "SUBSTITUTED QUINOLIZINE DERIVATIVES USEFUL AS HIV INTEGRASE INHIBITORS". Page/Page column 30; 31. . Retrieved 2018/08/20.
• 2、 -. "NEP inhibitor and medicine composition thereof". Paragraph 0073; 0074; 0075; 0076. . Retrieved 2017/07/26.