68601-74-1

Basic information

• Product Name: ALPHA1,3ALPHA1,6-MANNOTRIOSE, ALPHA-METHYL GLYCOSIDE
• Synonyms: METHYL 3,6-DI-O-(A-D-MANNOPYRANOSYL)-A-D-MANNOPYRANOSIDE;METHYL 3,6-DI-O-(ALPHA-D-MANNOPYRANOSYL)-ALPHA-D-MANNOPYRANOSIDE;MAN1-A-6[MAN1-A-3]MAN-A-OME;MAN-ALPHA1,3MAN-ALPHA1,6MAN-ALPHA-OME;ALPHA1,3ALPHA1,6-MANNOTRIOSE, ALPHA-METHYL GLYCOSIDE;a1,3a1,6-Mannotriose, a-MethylGlycoside;methyl 3,6-di-O-(A-D-mannopyranosyl)-*A-D-mannopy;3-O-α-D-Mannopyranosyl-6-O-α-D-mannopyranosyl-α-D-mannopyranoside
• CAS NO: 68601-74-1
• Molecular Formula: C₁₉H₃₄O₁₆
• Molecular Weight: 518.46
• Product Categories: Oligosaccharide Compounds;Oligosaccharides
• Mol File: 68601-74-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 861.5°C at 760 mmHg
• Flash Point: 474.8°C
• Appearance: /
• Density: 1.7g/cm³
• Vapor Pressure: 1.35E-34mmHg at 25°C
• Refractive Index: 1.64
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Methanol (Slightly, Heated), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: ALPHA1,3ALPHA1,6-MANNOTRIOSE, ALPHA-METHYL GLYCOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA1,3ALPHA1,6-MANNOTRIOSE, ALPHA-METHYL GLYCOSIDE(68601-74-1)
• EPA Substance Registry System: ALPHA1,3ALPHA1,6-MANNOTRIOSE, ALPHA-METHYL GLYCOSIDE(68601-74-1)

Safety Data

• Hazardous Substances Data: 68601-74-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Amorphous Solid

Uses

Different sources of media describe the Uses of 68601-74-1 differently. You can refer to the following data:
1. Has been shown to be a very good inhibitor of the binding of phage G13 to its native receptor in the core region of lipopolsaccharides from Salmonella bacteria
2. methyl 3,6-di-O-(alpha-D-mannopyranosyl)-alpha-D-mannopyranoside is a compound useful in organic synthesis.

InChI:InChI=1/C19H34O16/c1-30-17-15(29)16(35-19-14(28)12(26)9(23)6(3-21)33-19)10(24)7(34-17)4-31-18-13(27)11(25)8(22)5(2-20)32-18/h5-29H,2-4H2,1H3

Upstream product

• 82185-94-2 methyl 2-O-allyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 80738-53-0 methyl 3,6-di-O-(2,4-di-O-benzyl-α-D-mannopyranosyl)-2,4-di-O-benzyl-α-D-mannopyranoside 
• 80738-58-5 methyl 6-O-(2,4-di-O-benzyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,4-di-O-benzyl-α-D-mannopyranoside 
• 79218-59-0 methyl 2,4-di-O-benzyl-3-O-(2,4-di-O-benzyl-α-D-mannopyranosyl)-6-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 68601-73-0 methyl (3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->3))-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1->6))-2,4-di-O-benzyl-α-D-mannopyranoside 
• 288104-41-6 2-Chlorocarbonyl-benzoic acid (2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl ester 
• 288104-40-5 Phthalic acid mono-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 
• 176040-66-7 phenyl 2,3,4-tri-O-acetyl-1-thio-α-D-mannopyranoside 
• 208765-55-3 methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)]-2,4-di-O-benzyl-α-D-mannopyranoside 
• 228699-88-5 methyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->3)-[2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)]-2,4-di-O-acetyl-α-D-mannopyranoside 
• 288104-45-0 C₅₅H₆₆O₂₄Si 
• 13242-53-0 acetobromomannose 
• 3162-96-7 methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 
• 81600-89-7 methyl 2-O-allyl-4,6-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 72028-62-7 (2R,3S,4S,5S,6R)-2-((2R,3R,4S,5S,6S)-3,5-Dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 78962-39-7 methyl α-D-mannopyranosyl-(1→6)-α-D-mannopyranoside 

Relevant articles and documents

Synthesis of a library of 2-fluoro-2-deoxy-derivatives of the trimannoside methyl α-D-Man-(1 → 3)-[α-D-Man-(1 → 6)]-α-D-Man and the dimannosides methyl α-D-Man-(1 → 3)-α-D-Man and methyl α-D-Man-(1 → 6)-α-D-Man

A library of sixteen compounds, 1–16, comprising all (mono-, di-, and tri-) 2-fluoro-2-deoxy-derivatives of the N-glycan core trimannoside α-D-Man-(1 → 3)-[α-D-Man-(1 → 6)]-D-Man, including the corresponding 2-fluoro-2-deoxy disaccharide part structures and the non-fluorinated parent compounds, have been synthesized as their α-methyl glycosides for use as tools in 19F NMR-based lectin-carbohydrate interaction studies. Two methyl 2-fluoro-2-deoxy-mannoside acceptors, 21 (3-OH) and 22 (6-OH), were constructed and used in combination with the corresponding non-fluorinated mannose acceptors, 24 (6-OH) and 25 (3-OH), the 2-fluoro-2-deoxy mannosyl bromide donor 18 and the non-fluorinated bromide donor 23 to efficiently afford the target di-and trisaccharides (disaccharides, 2–3 steps, 47–66% overall yield; trisaccharides, 4 steps, 25–40% overall yield).

A combined intramolecular-intermolecular one-pot glycosylation approach for the synthesis of a branched trisaccharide

Intramolecular and intermolecular glycosidic couplings have been combined in a one-pot protocol for the synthesis of a branched trimannan.

Syntheses of model oligosaccharides of biological significance. Synthesis of methyl 3,6-di-O-(alpha-D-mannopyranosyl)-alpha-d-mannopyranoside and the corresponding mannobiosides.

Methyl 2-O-allyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranosyl) -alpha-D-mannopyranoside (12) was prepared in 90% yield by Helferich glycosylation of methyl 2-O-allyl-4,6-O-benzylidene-alpha-D-mannopyranoside (9) with tetra-O-acetyl