14245-62-6

Basic information

• Product Name: Ethanesulfonic acid isopropyl ester
• Synonyms: Ethanesulfonic acid isopropyl ester;Isopropyl ethanesulfonate
• CAS NO: 14245-62-6
• Molecular Formula: C₅H₁₂O₃S
• Molecular Weight: 152.21198
• Mol File: 14245-62-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 237℃
• Flash Point: 97℃
• Appearance: /
• Density: 1.096
• Vapor Pressure: 0.0714mmHg at 25°C
• Refractive Index: 1.428
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Ethanesulfonic acid isopropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanesulfonic acid isopropyl ester(14245-62-6)
• EPA Substance Registry System: Ethanesulfonic acid isopropyl ester(14245-62-6)

Safety Data

• Hazardous Substances Data: 14245-62-6(Hazardous Substances Data)

Usage

Uses

Propan-2-yl Ethane-1-sulfonate can be used as serine protease inhibitors to inhibit an increase in the blood gluocose level.

InChI:InChI=1/C5H12O3S/c1-4-9(6,7)8-5(2)3/h5H,4H2,1-3H3

Synthetic route

isopropyl alcohol (67-63-0) + Ethanesulfonyl chloride (594-44-5) → isopropyl ethanesulfonate (14245-62-6)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	75%
With triethylamine In dichloromethane for 0.333333h;	60%
With 2,6-dimethylpyridine; sulfuric acid for 2.5h; Ambient temperature;	48%
With triethylamine In dichloromethane at 20℃; Rate constant;

sodium isopropylate (683-60-3) + Ethanesulfonyl chloride (594-44-5) → isopropyl ethanesulfonate (14245-62-6)

isopropyl methanesulfonate (926-06-7) + methyl iodide (74-88-4) → isopropyl ethanesulfonate (14245-62-6)

Conditions	Yield
(i) nBuLi, hexane, THF, (ii) /BRN= 969135/; Multistep reaction;

isopropyl ethanesulfonate (14245-62-6) + diethyl chlorophosphate (814-49-3) → 1-(diethylphosphono)ethanesulfonic acid isopropyl ester (1311290-66-0)

Conditions	Yield
Stage #1: isopropyl ethanesulfonate With n-butyllithium In tetrahydrofuran at -78℃; for 0.333333h; Stage #2: diethyl chlorophosphate In tetrahydrofuran at -78℃; for 0.5h;	58%

isopropyl ethanesulfonate (14245-62-6) + methyl iodide (74-88-4) → 2-propyl 2-propanesulfonate ester (27907-12-6)

Conditions	Yield
(i) nBuLi, hexane, THF, (ii) /BRN= 969135/; Multistep reaction;

4-Nitrobenzylpyridin (1083-48-3) + isopropyl ethanesulfonate (14245-62-6) → Ethanesulfonate1-isopropyl-4-(4-nitro-benzyl)-pyridinium;

Conditions	Yield
With phosphate buffer; water In acetone at 37℃; Product distribution; pH 6.0;

Upstream product

• 683-60-3 sodium isopropylate 
• 594-44-5 Ethanesulfonyl chloride 
• 926-06-7 isopropyl methanesulfonate 
• 74-88-4 methyl iodide 
• 67-63-0 isopropyl alcohol 

Relevant articles and documents

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Process for preparation of oxyglutaric acid ester derivatives

A process for preparing an oxyglutaric acid ester derivative of the formula: STR1 in which each of R1 and R2 is C1-5 alkoxy, C1-7 aralkyloxy, C7-9 halogenated aralkyloxy or phenyl, R4 is a hydroxyl-protecting group, and R5 is C1-10 alkyl which may have a substituent, comprises the steps of reacting a methyl phosphonate derivative or methyl phosphine oxide derivative with an oxyglutaric acid mono-ester to give a reaction product which comprises an oxyglutaric acid derivative having a phosphorus-containing group and a pentenedioic acid mono-ester (by-product), removing the pendenedioic acid mono-ester from the reaction product to isolate the oxyglutaric acid derivative, and converting the isolated oxyglutaric acid derivative into the oxyglutaric acid ester derivative. A process for obtaining an optically active oxyglutaric acid ester derivative is also disclosed.

Studies on chemical carcinogens and mutagens. XXV. Chemoselectivity of alkyl sulfonates toward 4-(p-nitrobenzyl)pyridine (NBP) in phosphate buffer

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