186540-03-4

Basic information

• Product Name: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
• Synonyms: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside;Methyl 2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-a-D-mannopyranoside;Methyl 6-O-[(1,1-dimethylethyl)diphenylsilyl]-2,3,4-tris-O-(phenylmethyl)-alpha-D-mannopyranoside
• CAS NO: 186540-03-4
• Molecular Formula: C₄₄H₅₀O₆Si
• Molecular Weight: 702.959
• Product Categories: Carbohydrates
• Mol File: 186540-03-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside(186540-03-4)
• EPA Substance Registry System: Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside(186540-03-4)

Safety Data

• Hazardous Substances Data: 186540-03-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 186540-04-5 methyl 2,3,4-tri-O-benzyl-6-O-methyl-α-D-mannopyranoside 
• 186540-08-9 Acetic acid (2R,4aR,6S,7S,8S,8aR)-8-methoxy-2-phenyl-6-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 65518-53-8 methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside 
• 33639-74-6 methyl 2,3,4-tri-O-benzyl-α-D-rhamnopyranoside 
• 76251-67-7 methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 40653-15-4 methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside 

Relevant articles and documents

Palladium-Catalyzed ortho-C-H Glycosylation/ ipso-Alkenylation of Aryl Iodides

This report describes the first example of palladium-catalyzed ortho-C-H glycosylation/ipso-alkenylation of aryl iodides, and the easily accessible glycosyl chlorides are used as a glycosylation reagent. The reaction is compatible with the functional groups of the substrates, and a series of C-aryl glycosides have been synthesized in good to excellent yield and with excellent diastereoselectivity. It is found that a cheap 5-norbornene-2-carbonitrile as a transient mediator can effectively promote this reaction. In addition, ipso-arylation and cyanation were also realized by the strategy.

Mannose-binding geometry of pradimicin A

Pradimicins (PRMs) and benanomicins are the only family of non-peptidic natural products with lectin-like properties, that is, they recognize D-mannopyranoside (Man) in the presence of Ca2+ ions. Coupled with their unique Man binding ability, t