176094-54-5

Basic information

• Product Name: (S)-4-(Benzyloxymethyl)-2,2-dioxo-1,3,2-dioxathiolane
• Synonyms: (S)-4-(Benzyloxymethyl)-2,2-dioxo-1,3,2-dioxathiolane
• CAS NO: 176094-54-5
• Molecular Weight: 244.268
• Mol File: 176094-54-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-4-(Benzyloxymethyl)-2,2-dioxo-1,3,2-dioxathiolane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(Benzyloxymethyl)-2,2-dioxo-1,3,2-dioxathiolane(176094-54-5)
• EPA Substance Registry System: (S)-4-(Benzyloxymethyl)-2,2-dioxo-1,3,2-dioxathiolane(176094-54-5)

Safety Data

• Hazardous Substances Data: 176094-54-5(Hazardous Substances Data)

Upstream product

• 4704-76-1 4-(benzyloxymethyl)-1,3-dioxo-2-thiolane 2-oxide 
• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 14593-43-2 benzyl allyl ether 

Downstream Products

• 154704-09-3 (R)-(-)-Diethyl 2-(benzyloxymethyl)cyclopropane-1,1-dicarboxylate 
• 1383982-30-6 sodium 1-(benzyloxy)-3-[4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl]propan-2-yl sulfate 
• 1383982-29-3 sodium 1-benzyloxy-3-{4-[(tert-butoxycarbonylamino)methyl]-1H-1,2,3-triazol-1-yl}propan-2-yl sulfate 
• 154704-10-6 (1R,2R)-Ethyl 2-(benzyloxymethyl)-1-cyclopropane-1-carboxylate 
• 154704-20-8 (1S,2R)-(+)-2-(Benzyloxymethyl)-1-(ethoxycarbonyl)cyclopropane-1-carboxylic acid 
• 176094-67-0 4-benzyloxy-1,1-dibromo-3-hydroxy-butane 

Relevant articles and documents

Chemo- and Regioselective Functionalization of Polyols through Catalytic C(sp3)-C(sp3) Kumada-Type Coupling of Cyclic Sulfate Esters

This contribution describes a copper-catalyzed, C(sp3)-C(sp3) cross-coupling reaction of cyclic sulfate esters, a distinct class of electrophilic derivatives of polyols, with alkyl Grignard reagents to afford functionalized alcohol products in good yields. The method is operationally simple and highlights the potential of cyclic sulfate esters as highly reactive substrates in catalytic, chemoselective polyol transformations.

Synthesis of 1,1-dibromo-3-hydroxyalkanes via opening of cyclic sulfates

3-Alkoxy-1,1-dibromoalkanes are interesting substrates for diastereoselective bromine/lithium exchange reactions. A general route to the precursor 1,1-dibromo-3-hydroxyalkanes is described here via reaction of dibromomethyllithium with cyclic sulfates of 1,2-diols.