106881-36-1

Basic information

• Product Name: ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate
• Synonyms: ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate
• CAS NO: 106881-36-1
• Molecular Weight: 415.464
• Mol File: 106881-36-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate(CAS DataBase Reference)
• NIST Chemistry Reference: ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate(106881-36-1)
• EPA Substance Registry System: ((3aR,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl phenylsulfamate(106881-36-1)

Safety Data

• Hazardous Substances Data: 106881-36-1(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 97240-79-4 topiramate 
• 3345-86-6 N-phenylsulfamic acid 
• 20880-92-6 2,3;4,5-di-O-isopropylidene-β-D-fructopyranose 
• 60260-49-3 phenylsulfamyl chloride 

Relevant articles and documents

Photochemically-mediated, nickel-catalyzed synthesis of N-(Hetero)aryl sulfamate esters

A general method is described for the coupling of (hetero)aryl bromides with O-alkyl sulfamate esters. The protocol relies on catalytic amounts of nickel and photoexcitable iridium complexes and proceeds under visible light irradiation at ambient temperature. This technology engages a broad range of simple and complex O-alkyl sulfamate ester substrates under mild conditions. Furthermore, it is possible to avoid undesirable N-alkylation, which was found to plague palladium-based protocols for N-arylation of O-alkyl sulfamate esters. These investigations represent the first use of sulfamate esters as nucleophiles in transition metal-catalyzed C-N coupling processes.