259742-19-3

Basic information

• Product Name: phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside
• Synonyms: phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside
• CAS NO: 259742-19-3
• Molecular Weight: 883.072
• Mol File: 259742-19-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside(259742-19-3)
• EPA Substance Registry System: phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-1^I-thio-β-maltoside(259742-19-3)

Safety Data

• Hazardous Substances Data: 259742-19-3(Hazardous Substances Data)

Upstream product

• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 
• 309913-14-2 Phenyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glycopyranosyl)-1-thio-β-D-glucopyranoside 
• 27891-73-2 phenylthio 2,3,4,6-terta hydroxy-α-D-glucopyranosyl-(1→4)-2,3,6-triylhydroxy-β-D-glucopyranoside 
• 309913-15-3 Phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside 
• 87470-75-5 phenyl 4-O-(4,6-O-benzylidene-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 5346-81-6 phenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 4551-15-9 phenylthiotrimethylsilane 
• 259742-11-5 phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-6^I-O-tert-butyldiphenylsilyl-1^I-thio-β-maltoside 

Downstream Products

• 259742-12-6 phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-6^I-O-(2-carboxybenzoyl)-1^I-thio-β-maltoside 
• 309913-16-4 Phenyl 2,3-di-O-benzyl-6-O-bromoacetyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 478549-14-3 phenyl 2^I,3^I,2^II,3^II-tetra-O-benzyl-4^II,6^II-O-benzylidene-6^I-O-[(benzotriazol-1-yloxy)-2-carbonylbenzoyl]-1^I-thio-β-maltoside 
• 250335-03-6 Phenyl 2,3-di-O-benzyl-6-O-(4-phenylbenzoyl)-4-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 309913-20-0 Phenyl 2,3-di-O-benzyl-6-O-chloroacetyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside 
• 309913-21-1 Phenyl 2,3-di-O-benzyl-4-O-(4,6-di-O-benzylidene-2,3-di-O-benzyl-α-D-glucopyranosyl)-6-O-(4-phenylbenzoyl)-1-thio-β-D-glucopyranoside 

Relevant articles and documents

Chemical synthesis of cyclodextrins by using intramolecular glycosylation

An efficient synthesis of cyclodextrins (CDs) by using the intramolecular glycosylation is demonstrated. α-CD, an α(1→4)linked hexaglucoside, was prepared via a block condensation of three maltose units. A modified key maltose intermediate as a precursor to both glycosyl donor and acceptor components was prepared in 6 steps starting from maltose. All the glycosylation for chain elongation and cyclization of saccharides was carried out after tethering the donor to the acceptor by the phthaloyl bridge to give the desired saccharides in good yields with complete α-selectivity. δ-CD composed of 9 glucose units was synthesized by the same manner from three maltotriose units.

Novel molecular clamp method for anomeric stereocontrol of glycosylation

Stereocontrolled glycosylation is described by using a molecular clamp, which binds a glycosyl donor to an acceptor and controls their spatial arrangement. An α(1→4) glycosidic linkage was formed in a good yield with high selectivity by the use of a phthaloyl bridge bound to both 6-positions of a glycosyl donor and an acceptor. β-Selective glycosylation was effected by the use of a silyl bridge attached to the same 6-positions of the same glycosyl donor and acceptor. Application of this method to the synthesis of a maltotetraose derivative is also described.