ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

Base Information

Chemical Name:ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate
CAS No.:140428-26-8
Molecular Formula:C₂₆H₄₀O₉Si
Molecular Weight:524.684
Hs Code.:

Synonyms:ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

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Chemical Property of ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

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Technology Process of ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

There total 4 articles about ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate 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:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 140428-26-8
ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

3: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

4: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight

With pyridine; naphthalene-2-sulfonate; sodium; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1246/bcsj.65.567

Reference yield:

: 117371-06-9
benzyl 6-O-p-toluenesulfonyl-α-D-mannopyranoside

: 140428-26-8
ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature

2: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

3: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight

With naphthalene-2-sulfonate; sodium; triethylamine; In tetrahydrofuran; acetone;
DOI:10.1246/bcsj.65.567

Reference yield:

: 140428-20-2
benzyl 2,3-O-isopropylidene-6-O-p-tolylsulfonyl-α-D-mannopyranoside

: 140428-26-8
ethyl (benzyl 6,7-dideoxy-7-ethoxycarbonyl-2,3-O-isopropylidene-4-O-trimethylsilyl-α-D-manno-octopyranosid)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature

2: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight

With sodium; triethylamine; In tetrahydrofuran;
DOI:10.1246/bcsj.65.567