146475-51-6

Basic information

• Product Name: isopropyl cyclopropanesulfonate
• Synonyms: isopropyl cyclopropanesulfonate
• CAS NO: 146475-51-6
• Molecular Formula: C₆H₁₂O₃S
• Molecular Weight: 164.22268
• EINECS: -0
• Mol File: 146475-51-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: isopropyl cyclopropanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: isopropyl cyclopropanesulfonate(146475-51-6)
• EPA Substance Registry System: isopropyl cyclopropanesulfonate(146475-51-6)

Safety Data

• Hazardous Substances Data: 146475-51-6(Hazardous Substances Data)

Usage

General Description

Isopropyl cyclopropanesulfonate, also known as 1-methylethyl cyclopropanesulfonate, is a chemical compound with the molecular formula C6H10O2S. It is a colorless liquid that is used as a sulfonating agent and as a reagent in organic synthesis. Isopropyl cyclopropanesulfonate is commonly used in the pharmaceutical industry to introduce the cyclopropylsulfonyl group into organic molecules, and it is known for its ability to react with a variety of nucleophiles to form cyclopropane rings. isopropyl cyclopropanesulfonate has also been studied for its potential use in the synthesis of complex natural products and pharmaceutical intermediates. Additionally, isopropyl cyclopropanesulfonate is known for its mild reaction conditions and high functional group tolerance, making it a valuable tool in organic chemistry.

Upstream product

• 139631-62-2 cyclopropanesulfonyl chloride 
• 67-63-0 isopropyl alcohol 
• 146475-62-9 cyclopropanesulfonyl-1-d chloride 
• 75-50-3 trimethylamine 

Downstream Products

• 1258884-16-0 (R)-isopropyl 1-(3-(benzyloxy)-2-hydroxypropyl)cyclopropane-1-sulfonate 
• 1258884-17-1 (R)-isopropyl 1-(2,3-bis(benzyloxy)propyl)cyclopropane-1-sulfonate 

Relevant articles and documents

AMINOPYRAZOLE DERIVATIVES

An objective of the present invention is to provide low-molecular-weight compounds that can inhibit Src family kinases. The present invention relates to compounds represented by general formula (I) or pharmacologically acceptable salts thereof. In the formula, Ar1 is optionally substituted C6-10 arylene or 5- to 10-membered heteroarylene, and Ar2 is optionally substituted C6-10 aryl or 5- to 10-membered heteroaryl. R1 and R2 are defined as described in the specification.

HETEROCYCLIC SULFONAMIDE DERIVATIVES

The present invention relates to compounds (I) and pharmaceutically acceptable salts thereof. The compounds have been demonstrated as inhibitors of MEK and therefore may be useful in the treatment of hyperproliferative diseases like cancer and inflammation.

Cyclopropanesulfonyl Chloride: Its Mechanism of Hydrolysis and Reactions with Tertiary Amines in Organic Media

Cyclopropanesulfonyl chloride (1) has been synthesized and its reactions examined to see if the three-membered ring leads to unusual reactions in either 1 or the corresponding sulfene, cyclopropanethione S,S-dioxide (2). pH-rate profiles, primary kinetic isotope effects (KIE's), and pH-product ratio experiments are in full agreement with mechanisms of hydrolysis of 1 like those of a simple alkanesulfonyl chlorides (J.Am.Chem.Soc.1992,114,1743-1749), specifically, (a) below pH 7.2 by SN2-S reaction with water and (b) above pH 7.3, elimination by hydroxide to form the sulfene (2) which is trapped by (i) water below pH 12.0 and (ii) hydroxide above pH 12.0.The products of the reaction of cyclopropanesulfonyl-1-d chloride (9) with triethylamine and 2-propanol in dichloromethane indicate that most of the reaction goes via 2; the analogous reaction with trimethylamine apparently proceeds by a direct formation of the sulfonylammonium chloride (14) which then yields the α-deuterated N,N-dimethyl sulfonamide (12, R=Me).The evident sulfene formation processes in the reaction of triethylamine with ethenesulfonyl, 2-propanesulfonyl, and cyclopropanesulfonyl chlorides show very low primary KIE's (1.5), pointing to highly product-like transition states.Reaction of 1 with an enamine (1-pyrrolidino-2-methylpropene, 20) in the presence of a base in either water or dichloromethane gave cyclopropanesulfonpyrrolidide (23) and an aldehyde adduct (24), but no four-membered cycloadduct (21).