33689-29-1 Usage
Uses
Different sources of media describe the Uses of 33689-29-1 differently. You can refer to the following data:
1. 1-Hydroxycyclopropanecarboxylic Acid Methyl Ester is a compound useful in organic synthesis.
2. 1-Hydroxycyclopropanecarboxylic Acid Methyl Ester (cas# 33689-29-1) is a compound useful in organic synthesis.
Synthesis
Methyl 1-aminocyclopropylcarboxylate (3.41g, 29.6mmol, 1.0eq) was dissolved in 40ml of sulfuric acid aqueous solution A (prepared by adding 1.62mL of 98% concentrated sulfuric acid to water, the molar equivalent of sulfuric acid was 1.0eq), ice The bath was cooled to 0-5° C., 10 ml of sodium nitrite (2.25 g, 32.6 mmol, 1.1 eq) aqueous solution was added to the reaction solution, and the mixture was stirred at room temperature for 1 hour. Then, the above reaction was added dropwise to 100 ml of refluxing sulfuric acid aqueous solution B (prepared by adding 1.62 mL of 98% concentrated sulfuric acid to water, and the molar equivalent of sulfuric acid was 1.0 eq). After the dropwise addition was completed, the heating was stopped, cooled to room temperature, and the reaction was detected by TLC, extracted three times with ethyl acetate (3*100 mL), the organic phases were combined, dried with anhydrous magnesium sulfate, filtered, and the organic phase was concentrated to obtain 1-hydroxyl -Methyl 1-cyclopropanecarboxylate (2.57 g, 22.1 mmol), colorless oily liquid, yield 74.8%.
Chemical Properties
Clear yellow liquid
Check Digit Verification of cas no
The CAS Registry Mumber 33689-29-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,6,8 and 9 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 33689-29:
(7*3)+(6*3)+(5*6)+(4*8)+(3*9)+(2*2)+(1*9)=141
141 % 10 = 1
So 33689-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O3/c1-8-4(6)5(7)2-3-5/h7H,2-3H2,1H3
33689-29-1Relevant articles and documents
1-HYDROXYCYCLOPROPANECARBOXALDEHYDE TETRAHYDROPYRANYL ETHER. PREPARATION AND REARRANGEMENT OF FUNCTIONALIZED 1-VINYLCYCLOPROPANOLS.
Ollivier, J.,Salauen, J.
, p. 1269 - 1272 (1984)
The tetrahydropyranyl ether of 1-hydroxycyclopropanecarboxaldehyde, readily available from 1-hydroxycyclopropanecarboxylic acid, allows the preparation of functionalized 1-vinylcyclopropanols which undergo specific four- or five-membered ring annulations.
Synthesis and biological activities of potential metabolites of the non-nucleoside reverse transcriptase inhibitor efavirenz
Markwalder, Jay A.,Christ, David D.,Mutlib, Abdul,Cordova, Beverly C.,Klabe, Ronald M.,Seitz, Steven P.
, p. 619 - 622 (2007/10/03)
Studies on the biotransformation of the clinically important non-nucleoside reverse transcriptase inhibitor efavirenz have shown that oxidation and secondary conjugation are important components of the processing of this molecule in vivo. We have synthesized metabolites of efavirenz to confirm their structure and to evaluate their activity as antivirals.
BENZAMIDINE DERIVATIVES SUBSTITUTED BY CYCLIC AMINO ACID AND CYCLIC HYDROXY ACID DERIVATIVES AND THEIR USE AS ANTI-COAGULANTS
-
, (2008/06/13)
This invention is directed to benzamidine derivatives substituted by cyclic amino acid and cyclic hydroxy acid derivatives which are useful as anti-coagulants. This invention is also directed to pharmaceutical compositions containing the compounds of the invention, and methods of using the compounds to treat disease-states characterized by thrombotic activity.
