Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

Base Information

Chemical Name:Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate
CAS No.:128678-17-1
Molecular Formula:C₄₀H₅₈O₁₉Si
Molecular Weight:870.975
Hs Code.:

Benzyl O-<methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-2-octulopyranosyl)onate>-(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

Synonyms:Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

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Chemical Property of Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

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Technology Process of Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

There total 6 articles about Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate 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: 52.0%

: 128678-11-5
Benzyl <2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

: 85382-87-2
methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate

: 128678-17-1
Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

Guidance literature:: mercury(II) cyanide; mercury dibromide; In nitromethane; Ambient temperature;
DOI:10.1016/0008-6215(90)84106-5

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 128678-17-1
Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / Ag₂CO₃, AgClO₄, molecular sieves 4A / CH₂Cl₂ / Ambient temperature

2: CH₃ONa / methanol

3: 1.) aq.KOH, 2.) K₂CO₃ / 1.) 1,4-dioxane, 1 h, r.t.; 2.) DMF, 12 h, r.t

4: 91 percent / p-toluenesulfonic acid / dimethylformamide / 0 °C

5: 52 percent / Hg(CN)2, HgBr₂ / nitromethane / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; sodium methylate; silver perchlorate; potassium carbonate; toluene-4-sulfonic acid; silver carbonate; mercury(II) cyanide; mercury dibromide; In methanol; nitromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84106-5

Reference yield:

: 128678-07-9
Methyl <2-(trimethylsilyl)ethyl 3-deoxy-α-D-manno-2-octulopyranosid>onate

: 128678-17-1
Benzyl O--(2->4)-<2-(trimethylsilyl)ethyl 3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) aq.KOH, 2.) K₂CO₃ / 1.) 1,4-dioxane, 1 h, r.t.; 2.) DMF, 12 h, r.t

2: 91 percent / p-toluenesulfonic acid / dimethylformamide / 0 °C

3: 52 percent / Hg(CN)2, HgBr₂ / nitromethane / Ambient temperature

With potassium hydroxide; potassium carbonate; toluene-4-sulfonic acid; mercury(II) cyanide; mercury dibromide; In nitromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84106-5