6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Base Information

Chemical Name:6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside
CAS No.:1418269-47-2
Molecular Formula:C₃₈H₅₆O₁₁Si
Molecular Weight:716.942
Hs Code.:

Synonyms:6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

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Chemical Property of 6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

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Technology Process of 6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

There total 8 articles about 6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside 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: 91.0%

: 1418269-46-1
6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-mannopyranoside

: 1418269-47-2
6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃;
DOI:10.1016/j.tetlet.2012.10.128

Reference yield:

: 1415558-19-8
6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol

: 1418269-47-2
6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1016/j.tetlet.2012.10.128

Reference yield:

: 70223-09-5
[(4R,5R)-5-[(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

: 1418269-47-2
6-O-(tert-butyldimethylsilyl)-2,3:4,5-di-O-isopropylidene-D-mannitol-1-yl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0 °C

2.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2012.10.128