2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

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Chemical Name:2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene
CAS No.:300810-64-4
Molecular Formula:C₄₆H₇₄O₈SSi₃
Molecular Weight:871.411
Hs Code.:

Synonyms:2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

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Chemical Property of 2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

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Technology Process of 2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

There total 4 articles about 2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-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: 74.0%

: 624-92-0
Dimethyldisulphide

: 300810-63-3
2-((tert-butyldimethylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-iodotoluene

: 300810-64-4
2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

Guidance literature:: 2-((tert-butyldimethylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-iodotoluene; With methyllithium; In diethyl ether; at -78 ℃; for 0.0833333h;

Dimethyldisulphide; In diethyl ether; at -78 ℃; for 0.166667h; Further stages.;
DOI:10.1021/ja000519v

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 300810-64-4
2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

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

2.2: 74 percent / diethyl ether / 0.17 h / -78 °C

With methyllithium; triethylamine; In diethyl ether; dichloromethane; 1.1: silylation / 2.1: Metallation / 2.2: Alkylation;
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

: 300810-64-4
2-((tert-butyldiphenylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-methylthio-toluene

Guidance literature:: Multi-step reaction with 3 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

With methyllithium; diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane; toluene; 1.1: Reduction / 2.1: silylation / 3.1: Metallation / 3.2: Alkylation;
DOI:10.1021/ja000519v