36874-87-0

Basic information

• Product Name: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-chlorophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• Synonyms: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-chlorophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS NO: 36874-87-0
• Molecular Weight: 474.916
• Mol File: 36874-87-0.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-chlorophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-chlorophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate(36874-87-0)
• EPA Substance Registry System: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-chlorophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate(36874-87-0)

Safety Data

• Hazardous Substances Data: 36874-87-0(Hazardous Substances Data)

Upstream product

• 106-39-8 bromochlorobenzene 
• 19879-84-6 tetraacetyl thioglucose 
• 637-87-6 1-Chloro-4-iodobenzene 
• 3947-62-4 2,3,4,5-tetra-O-acetyl-D-glucopyranose 
• 106-54-7 p-Chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 604-68-2 α-D-glucopyranose peracetylate 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 439-03-2 2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 28217-44-9 p-chlorophenyl 1-thio-β-D-glucoside 

Relevant articles and documents

Synthesis of glycosyl sulfoximines by a highly chemo- And stereoselective NH- And O-transfer to thioglycosides

A synthesis of unprecedented and stable glycosyl sulfoximines is reported. The developed strategies represent the first example of highly stereoselective sulfoximine formation directly from thioglycosides. This synthetic protocol has been tested on severa

Ni/Photoredox-Dual-Catalyzed Functionalization of 1-Thiosugars

A general protocol for functionalization of glycosyl thiols has been reported. This protocol is based on a single-electron Ni/photoredox dual-catalyzed cross coupling between 1-thiosugars and a broad range of aryl bromides and iodides as well as alkenyl and alkynyl halides. This base-free method gives access to a series of functionalized thioglycosides in moderate to excellent yields with a perfect control of the anomeric configuration. Moreover, it has been shown that this methodology may be transposed successfully to the continuous-flow photoredox chemistry.

Dehydrative Thioglycosylation of 1-Hydroxyl Glycosides Catalyzed by In Situ-Generated AlI3

Thioglycosylation of 1-hydroxyl glycosides catalyzed by in situ-generated AlI3 from elemental aluminium and molecular iodine has been developed. This method provides an alternative route to access anomeric thioglycosides without the use of hazard Lewis acidic activators or per-modified activated thiol sources. The major advantages of this dehydrative procedure are environmental friendly, ease of operation, high anomeric diastereoselectivity, and mild reaction conditions.