methyl 4-O-methylhexopyranoside

Base Information

• Chemical Name: methyl 4-O-methylhexopyranoside
• CAS No.: 7468-45-3
• Molecular Formula: C₈H₁₆O₆
• Molecular Weight: 208.211
• Mol file: 7468-45-3.mol

Synonyms:Mannopyranoside,methyl 4-O-methyl-, a-D- (6CI,8CI); Methyl 4-O-methyl-a-D-mannopyranoside; NSC 403459

Chemical Property of methyl 4-O-methylhexopyranoside

Chemical Property:

• Vapor Pressure: 6.14E-07mmHg at 25°C
• Boiling Point: 368.8°C at 760 mmHg
• Flash Point: 176.8°C
• Density: 1.32g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-O-methylhexopyranoside

There total 18 articles about methyl 4-O-methylhexopyranoside 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: 80.0%

methyl 2,3-di-O-benzyl-4-O-methyl-α-D-mannopyranoside (88110-51-4) → methyl 4-O-methyl-α-D-mannopyranoside (7468-45-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 5h; under 760 Torr;

DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

methyl 2,3,6-tri-O-benzyl-4-O-methyl-α-D-mannopyranoside (280136-54-1) → methyl 4-O-methyl-α-D-mannopyranoside (7468-45-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 18h; under 3800 Torr;

DOI:10.1080/07328300008544084

Reference yield:

methyl 2,3-di-O-benzyl-α-D-mannopyranoside (6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,52526-60-0,61117-12-2,87392-25-4,117605-35-3,51842-19-4) → methyl 4-O-methyl-α-D-mannopyranoside (7468-45-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / imidazole / tetrahydrofuran / 8 h / 25 °C

2: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 25 deg C, 8 h

3: 80 percent / HF, pyridine / tetrahydrofuran / 8 h / 25 °C

4: 80 percent / H₂ / 10percent Pd/C / methanol / 5 h / 25 °C / 760 Torr

With pyridine; 1H-imidazole; hydrogen fluoride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1016/S0968-0896(96)00178-2

upstream raw materials:

methanol

O⁴-methyl-α-D-mannopyranose

1,6-anhydro-2,3-di-O-isopropylidene-4-O-methyl-β-D-mannopyranose

diazomethane

Downstream raw materials:

methyl-[O²,O³-diacetyl-O⁴-methyl-O⁶-(toluene-4-sulfonyl)-α-D-mannopyranoside]

2-O-Methyl-D-erythrit (3-O-Methyl-L-erythrit)