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

Base Information

Chemical Name:2-((tert-butyldimethylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-iodotoluene
CAS No.:300810-63-3
Molecular Formula:C₄₅H₇₁IO₈Si₃
Molecular Weight:951.215
Hs Code.:

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

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

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

There total 2 articles about 2-((tert-butyldimethylsiloxy)methyl)-5-((6-deoxy-3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-mannopyranosyl)oxy)-3,4-dimethoxy-6-iodotoluene 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: 94.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

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

: 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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.333333h;
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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / DIBAL-H / diethyl ether; toluene / 0.5 h / -78 - -20 °C

2: 94 percent / Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

With diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane; toluene; 1: Reduction / 2: silylation;
DOI:10.1021/ja000519v

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