161391-28-2

Basic information

• Product Name: phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose
• Synonyms: phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose
• CAS NO: 161391-28-2
• Molecular Weight: 388.485
• Mol File: 161391-28-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose(161391-28-2)
• EPA Substance Registry System: phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose(161391-28-2)

Safety Data

• Hazardous Substances Data: 161391-28-2(Hazardous Substances Data)

Upstream product

• 71676-30-7 (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 74-88-4 methyl iodide 

Downstream Products

• 322472-73-1 phenyl 2,3-di-O-methyl-6-O-pentyl-1-thio-β-D-glucopyranose 
• 322472-72-0 phenyl 4-O-benzyl-2,3-di-O-methyl-6-O-pentyl-1-thio-β-D-glucopyranose 
• 511274-67-2 Pent-4-enoic acid (2R,3R,4S,5R,6S)-4,5-dimethoxy-2-(pent-4-enoylamino-methyl)-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester 
• 511274-60-5 Pent-4-enoic acid (2R,3R,4S,5R,6S)-4,5-dimethoxy-2-pent-4-enoyloxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester 
• 870537-93-2 Pent-4-enoic acid ((2R,3R,4S,5R,6S)-4,5-dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl)-amide 
• 870537-92-1 (2S,3R,4S,5R,6R)-3,4-Dimethoxy-5-pent-4-enyloxy-6-pent-4-enyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran 
• 511274-23-0 (E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,7,8,11,12,15,15a-decahydro-1,5,14-trioxa-benzocyclotridecene-6,13-dione 
• 511274-28-5 (E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene 
• 870537-88-5 Toluene-4-sulfonic acid (2R,3R,4S,5R,6S)-3-hydroxy-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester 
• 511274-68-3 (2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran 
• 511274-69-4 C-((2R,3R,4S,5R,6S)-4,5-Dimethoxy-3-pent-4-enyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-methylamine 
• 511274-64-9 (2R,3R,4S,5R,6S)-2-Azidomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol 
• 870537-89-6 (2R,3R,4S,5R,6S)-2-Aminomethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol 

Relevant articles and documents

1,2-trans Glycosylation via Neighboring Group Participation of 2- O-Alkoxymethyl Groups: Application to One-Pot Oligosaccharide Synthesis

The use of 2-O-alkoxymethyl groups as effective stereodirecting substituents for the construction of 1,2-trans glycosidic linkages is reported. The observed stereoselectivity arises from the intramolecular formation of a five-membered cyclic architecture between the 2-O-alkoxymethyl substituent and the oxocarbenium ion, which provides the expected facial selectivity. Furthermore, the observed stereocontrol and the extremely high reactivity of 2-O-alkoxymethyl-protected donors allowed development of a one-pot sequential glycosylation strategy that should become a powerful tool for the assembly of oligosaccharides.

General access to asymmetric γ-cyclodextrins for gas chromatographic applications by insertion of a selectively modified sugar unit

Gas chromatography (GC) using chiral stationary phases (CSPs) based on modified cyclodextrins is the most commonly used technique to quantify enantiomeric purity of synthesized volatile racemic drugs. The fully methylated cyclodextrin derivatives are the