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1-O-acetyl-3-O-benzylpropane-1,2,3-triol is a complex organic compound with the molecular formula C13H18O5. It is a derivative of propane-1,2,3-triol, also known as glycerol, where one hydroxyl group is acetylated (converted to an acetate ester) and another is benzylated (converted to a benzyl ether). 1-O-acetyl-3-O-benzylpropane-1,2,3-triol is characterized by its three hydroxyl groups, one of which is modified with an acetyl group (-COCH3) and another with a benzyl group (-CH2Ph). It is a colorless liquid and is used in various chemical reactions and as an intermediate in the synthesis of more complex organic molecules. Due to its specific functional groups, it can be involved in esterification, etherification, and other types of chemical reactions, making it a versatile building block in organic chemistry.

4152-39-0

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4152-39-0 Usage

Source

Derived from the natural resin called taxadiene.

Molecular structure

Composed of a triol structure with a benzyl and acetyl group attached to carbon atoms.

Pharmaceutical applications

Inhibits tubulin polymerization, which is essential for cell division.

Anticancer properties

Studied for its potential in treating various types of cancer.

Antifungal and antibacterial activities

Investigated for its potential in developing new drugs.

Research potential

Possesses interesting biological properties, making it a target for further research and potential medical applications.

Check Digit Verification of cas no

The CAS Registry Mumber 4152-39-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,5 and 2 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4152-39:
(6*4)+(5*1)+(4*5)+(3*2)+(2*3)+(1*9)=70
70 % 10 = 0
So 4152-39-0 is a valid CAS Registry Number.

4152-39-0Relevant academic research and scientific papers

MBA-cross-linked poly(N-vinyl-2-pyrrolidone)/ferric chloride macromolecular coordination complex as a novel and recyclable Lewis acid catalyst: Synthesis, characterization, and performance toward for regioselective ring-opening alcoholysis of epoxides

Rahmatpour, Ali,Zamani, Maryam

, (2021/09/30)

A novel macromolecular-metal coordination complex, MBA-cross-linked PNVP/FeCl3 material was fabricated by immobilization of water intolerant ferric chloride onto the porous cross-linked poly(N-vinyl-2-pyrrolidone) carrier beads as a macromolecular ligand or carrier which was prepared by suspension free-radical copolymerization of N-vinyl-2-pyrrolidone (NVP) and N,N′-methylene bis-acrylamide (MBA) as a crosslinking agent in water. The obtained PNVP/FeCl3 was characterized by UV/vis and FT-IR spectroscopies, TGA, FE-SEM, EDX, and ICP techniques. This heterogenized version of ferric chloride is a convenient and safe alternative to highly water intolerant ferric chloride. The catalytic performance of (PNVP/FeCl3) as an efficient and recyclable polymeric Lewis acid catalyst was appropriately probed in the regio-and stereoselective nucleophilic ring opening of various epoxides with various alcohols in excellent yields with TOF up to 182.48 h?1 without generating any waste. The activity data indicate that this heterogeneous catalyst is very active and could be easily recovered, and reused at least six times without appreciable loss of activity indicating its stability under experimental conditions.

Selectivity Paradigm in Lipase Reactions: Correlating Actual and Observed Regioselectivity in Hydrolysis of Unsymmetrical Diacetates

Desai, Shrivallabh B.,Argade, Narshinha P.,Ganesh, Krishna N.

, p. 8105 - 8107 (2007/10/03)

The first simple method using labeling technique has been developed to confirm the actual and observed selectivities in the enzymatic hydrolysis of unsymmetrical diacetates and to measure the enzyme selectivity efficiency. The simple method consists of enzymatic hydrolysis of unsymmetrical diacetate followed by labeling of the hydroxyacetate formed with CD3COOD/DCC and enzymatic rehydrolysis of the labeled compound under the identical set of reaction conditions to estimate the amount of label retained by 1H NMR spectroscopy. The amount of label lost directly indicates the extent of regioselective action of the enzyme.

Regio- and enantioselective esterifications of polyoxygenated compounds catalyzed by lipases

Herradon,Cueto,Morcuende,Valverde

, p. 845 - 864 (2007/10/02)

The lipase catalyzed esterifications of derivatives of propane-1,2,3-triol and butane 1,2,4-triol in organic solvents have been studied. The influence of several factors (lipase source, organic solvent, additives and structural variations in the substrate

Enatioselective Microbial Reduction of Monoesters of 1,3-Dihydroxypropanone: Synthesis of (S)- and (R)-1,2-O-Isopropylideneglycerol

Aragozzini, Fabrizio,Maconi, Elisabetta,Potenza, Donatella,Scolastico, Carlo

, p. 225 - 227 (2007/10/02)

The reduction of 3-benzoyloxy-1-hydroxypropanone with bakers' yeast proceeds enantioselectively to afford (S)-3-benzoyloxy-1,2-propanediol, which may be further converted into (S)-(benzoyloxymethyl)oxirane.The bioreduction with fermenting yeast of 1-acetoxy-3-benzyloxypropanones gives (R)-1-benzyloxy-3-acetoxy-2-propanol which can be used for the preparation of both (S)- and (R)-1,2-O-isopropylideneglycerol.

HIGHLY REGIOSELECTIVE RING OPENING OF EPOXIDES WITH ALCOHOLS CATALYZED BY ORGANOTIN PHOSPHATE CONDENSATES

Otera, Junzo,Yoshinaga, Yukari,Hirakawa, Kazuhisa,Nakata, Tetsuya

, p. 3219 - 3222 (2007/10/02)

Organotin phosphate condensates proved to catalyze the ring opening reaction of epoxides with alcohols in a highly regioselective manner.

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