4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Base Information

Chemical Name:4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene
CAS No.:300810-67-7
Molecular Formula:C₂₂H₃₀O₁₀S
Molecular Weight:486.54
Hs Code.:

Synonyms:4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Suppliers and Price of 4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

There total 7 articles about 4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene 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: 88.0%

: 300810-66-6
5-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

: 300810-67-7
4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -40 ℃; for 1h;
DOI:10.1021/ja000519v

Reference yield:

: 153693-41-5
2-((tert-butyldiphenylsilyloxy)methyl)-5-<(4-O-acetyl-6-deoxy-3-O-methyl-2-O-pivaloyl-α-L-mannopyranosyl)oxy>-3,4-dimethoxy-6-iodotoluene

: 300810-67-7
4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 72 percent / DIBAL-H / diethyl ether; toluene / 0.5 h / -78 - -20 °C

2.1: 94 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

3.1: MeLi / diethyl ether / 0.08 h / -78 °C

3.2: 74 percent / diethyl ether / 0.17 h / -78 °C

4.1: aq. AcOH / tetrahydrofuran / 12 h / 25 °C

5.1: pyridine / 3 h / 25 °C

6.1: 88 percent / HF*pyridine / tetrahydrofuran / 3 h

7.1: 88 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1 h / -78 - -40 °C

With pyridine; oxalyl dichloride; methyllithium; diisobutylaluminium hydride; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1.1: Reduction / 2.1: silylation / 3.1: Metallation / 3.2: Alkylation / 4.1: desilylation / 5.1: Acetylation / 6.1: desilylation / 7.1: Swern oxidation;
DOI:10.1021/ja000519v

Reference yield:

: (2S,3R,4R,5S,6S)-2-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-2,3-dimethoxy-5-methyl-6-methylsulfanyl-phenoxy]-4-methoxy-6-methyl-tetrahydro-pyran-3,5-diol

: 300810-67-7
4-((6-deoxy-2,4-di-O-acetyl-3-O-methyl-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-4-hydroxymethyl-6-methylthio-toluene

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 3 h / 25 °C

2: 88 percent / HF*pyridine / tetrahydrofuran / 3 h

3: 88 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 1 h / -78 - -40 °C

With pyridine; oxalyl dichloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acetylation / 2: desilylation / 3: Swern oxidation;
DOI:10.1021/ja000519v