O³,O⁴-dimethyl-α-D-galactopyranose

Base Information

• Chemical Name: O³,O⁴-dimethyl-α-D-galactopyranose
• CAS No.: 31826-65-0
• Molecular Formula: C₈H₁₆O₆
• Molecular Weight: 208.211

Synonyms:

Chemical Property of O³,O⁴-dimethyl-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O³,O⁴-dimethyl-α-D-galactopyranose

There total 1 articles about O³,O⁴-dimethyl-α-D-galactopyranose 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:

flammulina velutipes polysaccharide + methyl iodide (74-88-4) → 2,3,4,6-tetra-O-methyl-α-D-glucose (6163-35-5) + 2,3,4-Tri-O-methyl-α-D-galactopyranose (1136-20-5,1136-21-6,4239-62-7,13704-10-4,27539-49-7,32568-58-4,35775-22-5,84413-48-9,35775-21-4) + O2,O3,O4-trimethyl-α-L-6-deoxy-galactopyranose (870722-51-3) + C9H18O6 + O3,O4-dimethyl-α-D-galactopyranose (23313-24-8,23397-61-7,31826-65-0,35781-07-8,90364-52-6,35781-06-7)

Guidance literature:

flammulina velutipes polysaccharide; methyl iodide; With sodium hydroxide; In dimethyl sulfoxide;

With formic acid; at 100 ℃; for 3h;

With trifluoroacetic acid; at 100 ℃; for 6h;

DOI:10.1016/j.carbpol.2011.10.061

Reference yield:

3,4-di-O-methyl-D-glucopyranose (31826-65-0) → ethyl [methyl (2-O-acetyl-3,4-di-O-methyl-β-D-glucopyranosyl)uronate]-(1->3)-6-deoxy-3-C-methyl-2,4-di-O-methyl-α-L-talopyranosyl-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:

Multi-step reaction with 11 steps

1: 86 percent / pyridine / 2 h / 20 °C

2: 92 percent / hydrazine acetate / dimethylformamide / 4 h / 20 °C

3: 61 percent / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

4: 34 percent / TMSOTf / CH₂Cl₂ / 0.33 h / -50 °C

5: 95 percent / NaOCH₃ / methanol / 3 h / 20 °C

6: NaHCO₃; KBr; 2,2,6,6-tetramethylpiperidine-1-oxyl / NaOCl / H₂O / 24 h / 0 - 20 °C

7: 30 mg / dimethylformamide / 24 h / 0 - 20 °C

8: 64 percent / TFA / acetic acid / 24 h / 60 °C

9: 80 percent / n-Bu₂SnO / methanol / 4 h / 50 °C

10: 82 percent / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

11: 26 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -50 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trimethylsilyl trifluoromethanesulfonate; sodium methylate; hydrazinium monoacetate; di(n-butyl)tin oxide; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; potassium bromide; sodium hypochlorite; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2006.04.038

Reference yield:

3,4-di-O-methyl-D-glucopyranose (31826-65-0) → ethyl [methyl (2-O-acetyl-3,4-di-O-methyl-β-D-glucopyranosyl)uronate]-(1->3)-3-C-methyl-2,4-di-O-methyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (904326-31-4)

Guidance literature:

Multi-step reaction with 11 steps

1: 86 percent / pyridine / 2 h / 20 °C

2: 92 percent / hydrazine acetate / dimethylformamide / 4 h / 20 °C

3: 61 percent / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

4: 42 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -50 °C

5: 86 percent / NaOCH₃ / methanol / 8 h / 20 °C

6: H₂SO₄; CrO₃ / acetone / 1 h / 20 °C

7: 46 mg / CH₂Cl₂; diethyl ether

8: 67 percent / TFA / acetic acid / 24 h / 65 °C

9: 82 percent / hydrazine acetate / dimethylformamide / 24 h / 20 °C

10: 63 percent / K₂CO₃ / CH₂Cl₂ / 24 h / 20 °C

11: 35 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -50 °C

With chromium(VI) oxide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; hydrazinium monoacetate; potassium carbonate; trifluoroacetic acid; In pyridine; methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; 6: Jones oxidation;

DOI:10.1016/j.carres.2006.04.038

upstream raw materials:

methyl iodide

Downstream raw materials:

ethyl [methyl (2-O-acetyl-3,4-di-O-methyl-β-D-glucopyranosyl)uronate]-(1->3)-3-C-methyl-2,4-di-O-methyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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