143338-44-7

Basic information

• Product Name: 1,3-oxathiolan-2-ylmethyl benzoate
• Synonyms: 1,3-Oxathiolan-2-ylmethyl benzoate; 1,3-oxathiolane-2-methanol, benzoate
• CAS NO: 143338-44-7
• Molecular Formula: C₁₁H₁₂O₃S
• Molecular Weight: 224.2762
• Mol File: 143338-44-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 356.259°C at 760 mmHg
• Flash Point: 174.595°C
• Density: 1.228g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 1,3-oxathiolan-2-ylmethyl benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-oxathiolan-2-ylmethyl benzoate(143338-44-7)
• EPA Substance Registry System: 1,3-oxathiolan-2-ylmethyl benzoate(143338-44-7)

Safety Data

• Hazardous Substances Data: 143338-44-7(Hazardous Substances Data)

Upstream product

• 64904-47-8 2-benzoyloxyacetaldehyde 
• 60-24-2 2-hydroxyethanethiol 
• 59708-43-9 2-benzoyloxyacetaldehyde dimethyl acetal 
• 104-15-4 toluene-4-sulfonic acid 
• 101268-52-4 (benzoyloxy)acetaldehyde diethyl acetal 
• 532-32-1 sodium benzoate 
• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 3376-59-8 2,3-dihydroxypropyl benzoate 
• 98-88-4 benzoyl chloride 

Downstream Products

• 215436-53-6 cis-2-benzoyloxymethyl-4-(N₄'-acetylcytosin-1'-yl)-1,3-oxathiolane 
• 153606-35-0 2-benzoyloxymethyl-3-oxo-1,3-oxathiolane 
• 372112-46-4 2(R)-(benzoyloxymethyl)-1,3-oxathiolane 
• 173841-91-3 2(S)-(hydroxymethyl)-1,3-oxathiolane 
• 186707-04-0 Cis- and Trans-2-benzoyloxymethyl-4-benzoyloxy-1,3-oxathiolane 
• 160707-69-7 (+)-2'-deoxy-3'-oxa-4'-thiocytidine 

Relevant articles and documents

Asymmetric synthesis of optically active 1,3-oxathiolane nucleoside analogues

A ready asymmetric synthesis of 3'-oxa-4'-thionucleosides has been accomplished in three main steps from benzoyloxyethanal. The synthesis is characterized by high overall yield and appreciable enantiomeric excesses. It represents a general synthetic scheme to prepare a wide range of heterosubstituted sulfur-containing nucleoside analogues.

Process for Manufacture of Optically Active 2-(Acyloxymethyl)-1,3-Oxathiolanes

There is provided a process for manufacture of optically-active, 2-(acyloxymethyl)-1,3-oxathiolanes of Formula I comprising a preparation of a racemic compound and an enzyme-catalyzed kinetic resolution of the enantiomers. The invention may further provide for the esterification and racemization of the by-product of the enzymatic reaction. In this manner, 2(R)-(benzoyloxymethyl)-1,3-oxathiolane is prepared as a useful intermediate for manufacture of the anti-HIV drug Apricitabine.

Substituted 1,3-oxathiolanes with antiviral properties

This invention relates to single enantiomers of novel cis-substituted 1,3-oxathiolanes, of the formula (I): wherein; R1is hydrogen, and R2is cytosine or 5-fluorocytosine; and pharmaceutically acceptable salts and esters thereof. This invention also relates to pharmaceutical compositions containing them and to the use of these compounds as antiviral agents, particularly in combination therapy.