methyl octopyranoside

Base Information

• Chemical Name: methyl octopyranoside
• CAS No.: 5399-48-4
• Molecular Formula: C9H18O8
• Molecular Weight: 254.2344
• Mol file: 5399-48-4.mol

Synonyms:

Chemical Property of methyl octopyranoside

Chemical Property:

• Vapor Pressure: 1.16E-16mmHg at 25°C
• Boiling Point: 595.5°C at 760 mmHg
• Flash Point: 313.9°C
• Density: 1.58g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl octopyranoside

There total 19 articles about methyl octopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 2,3,4-tri-O-benzyl-L-threo-β-D-gluco-oct-1,5-pyranoside (115520-85-9) → (2S,3R,4S,5S,6R)-2-Methoxy-6-((1R,2S)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-3,4,5-triol (5399-48-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;

Reference yield:

1-((2R,3S,4S,5S,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-propane-1,2,3-triol (115520-85-9,115520-86-0,115520-89-3,115520-90-6) → (2S,3S,4S,5S,6R)-2-Methoxy-6-(1,2,3-trihydroxy-propyl)-tetrahydro-pyran-3,4,5-triol (5399-48-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → (2S,3R,4S,5S,6R)-2-Methoxy-6-((1R,2S)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-3,4,5-triol (5399-48-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridinium chlorochromate, 3 Angstroem molecular sieves / 1.) methylene dichloride, R_.T_., 1.5 h, 2.) methylene dichloride, R_.T_., 1 h

2: 84 percent / di-isobutylaluminium hydride / CH₂Cl₂ / 2 h / 0 °C

3: N-methylmorpholine N-oxide monohydrate, water / osmium tetraoxide / acetone / 18 h / Ambient temperature

4: hydrogen / 10percent Pd/C / methanol / Ambient temperature

With diisobutylaluminum hydride; 3 A molecular sieve; water; hydrogen; 4-methylmorpholine N-oxide; pyridinium chlorochromate; palladium on activated charcoal; osmium(VIII) oxide; In methanol; dichloromethane; acetone;

upstream raw materials:

methanol

D-erythro-L-galacto-octose

hydrogenchloride

D-erythro-L-galacto-Octono-1,4-lactone

Downstream raw materials:

(2S,3R,4S,5S,6R)-6-((1R,2S)-1,2,3-Trihydroxy-propyl)-tetrahydro-pyran-2,3,4,5-tetraol

(2S,3S,4S,5S,6R)-6-((1R,2S)-1,2,3-Trihydroxy-propyl)-tetrahydro-pyran-2,3,4,5-tetraol

Refernces

• 1、 Barnes, John C.,Brimacombe, John S.,Kabir, Abul K. M. S.,Weakley, Timothy J. R.. "Higher-carbon Sugars. Part 12. The Synthesis of New Octitols from D-Glucose and D-Mannose via the Osmylation of Unsaturated Precursors". . p. 3391 - 3398. Retrieved 2007/10/02.