Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

Base Information

Chemical Name:Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate
CAS No.:128678-13-7
Molecular Formula:C₂₅H₄₀O₈Si
Molecular Weight:496.673
Hs Code.:

Synonyms:Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

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Chemical Property of Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

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Technology Process of Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

There total 6 articles about Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-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: 97.0%

: 128678-12-6
Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-α-D-manno-2-octulopyranosid>onate

: 74-88-4
methyl iodide

: 128678-13-7
Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

Guidance literature:: With potassium hydroxide; In dimethyl sulfoxide; for 0.666667h; Ambient temperature;
DOI:10.1016/0008-6215(90)84106-5

Reference yield:

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

: 128678-13-7
Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-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: 90 percent / p-toluenesulfonic acid / dimethylformamide / 0 °C

4: 1.) dibutyltin oxide, molecular sieves 4A 2.) tetrabutylammonium bromide / 1) benzene, reflux, 5 h, 2) reflux, 5 h

5: 97 percent / KOH / dimethylsulfoxide / 0.67 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; tetrabutylammomium bromide; sodium methylate; silver perchlorate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; silver carbonate; In methanol; dichloromethane; dimethyl sulfoxide; 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

: 128678-13-7
Methyl <2-(trimethylsilyl)ethyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-5-O-methyl-α-D-manno-2-octulopyranosid>onate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / p-toluenesulfonic acid / dimethylformamide / 0 °C

2: 1.) dibutyltin oxide, molecular sieves 4A 2.) tetrabutylammonium bromide / 1) benzene, reflux, 5 h, 2) reflux, 5 h

3: 97 percent / KOH / dimethylsulfoxide / 0.67 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; tetrabutylammomium bromide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84106-5