2-Methoxy-6-methyloxane-3,4-diol

Base Information

• Chemical Name: 2-Methoxy-6-methyloxane-3,4-diol
• CAS No.: 20585-18-6
• Molecular Formula: C7H14 O4
• Molecular Weight: 162.1837
• NSC Number: 170207
• DSSTox Substance ID: DTXSID90305319
• Mol file: 20585-18-6.mol

Synonyms:20585-18-6;2-methoxy-6-methyloxane-3,4-diol;NSC170207;DTXSID90305319;NSC-170207

Chemical Property of 2-Methoxy-6-methyloxane-3,4-diol

Chemical Property:

• Vapor Pressure: 0.000722mmHg at 25°C
• Boiling Point: 273.7°Cat760mmHg
• Flash Point: 119.3°C
• Density: 1.19g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C(C(O1)OC)O)O

Technology Process of 2-Methoxy-6-methyloxane-3,4-diol

There total 24 articles about 2-Methoxy-6-methyloxane-3,4-diol 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: 96.0%

(2R,3R,4aR,5S,7R,8aS)-2,3,5-Trimethoxy-2,3,7-trimethyl-hexahydro-pyrano[3,4-b][1,4]dioxine (197577-18-7) → methyl 4,6-dideoxy-α-D-glucopyranoside (20585-18-6)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1039/a705360f

Reference yield: 94.0%

methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside (4990-82-3) → methyl 4,6-dideoxy-α-D-glucopyranoside (20585-18-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 20h; Heating;

Reference yield: 80.0%

methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside (4990-82-3) → methyl 4,6-dideoxy-α-D-glucopyranoside (20585-18-6) + methyl 4-deoxy-3,6-anhydro-α-D-glucopyranoside (56221-83-1)

Guidance literature:

With potassium hydroxide; hydrogen; nickel; In ethanol; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00578-1

upstream raw materials:

methyl 2,3-anhydro-4,6-dideoxy-α-D-ribo-hexopyranoside

(2S,3R,4R,5S,6R)-5-chloro-6-(chloromethyl)-2-methoxytetrahydro-2H-pyran-3,4-diol

methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside

(2R,3R,4aR,5S,7R,8aS)-2,3,5-Trimethoxy-2,3,7-trimethyl-hexahydro-pyrano[3,4-b][1,4]dioxine

Downstream raw materials:

α-D-xylo-4,6-dideoxy-hexopyranose

methyl 4,6-dideoxy-2-O-p-tosyl-α-D-xylo-hexopyranoside

D-xylo-4,6-dideoxy-hexose

Benzoic acid (2S,3R,4R,6R)-4-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester