{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

Base Information

Chemical Name:{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane
CAS No.:646520-55-0
Molecular Formula:C₂₁H₃₆O₆Si
Molecular Weight:412.599
Hs Code.:

Synonyms:{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

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Chemical Property of {2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

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Technology Process of {2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

There total 10 articles about {2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane 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: 88.0%

: 646520-54-9
(2S,3S,5S)-3-Methoxy-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-hexane-1,2-diol

: 646520-55-0
{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

Guidance literature:: (2S,3S,5S)-3-Methoxy-6-(4-methoxy-benzyloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-hexane-1,2-diol; With Trimethyl orthoacetate; pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 0.75h;

With acetyl chloride; In dichloromethane; at 25 ℃; for 5h;

With potassium carbonate; In methanol; at 25 ℃; for 12h;
DOI:10.1021/ja0304953

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 646520-55-0
{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / diisopropylethylamine; tetra-n-butylammonium chloride / CH₂Cl₂ / 7 h / 40 °C

2.1: 81 percent / lithium triethylborohydride / tetrahydrofuran / 3 h / 0 °C

3.1: NaH / dimethylformamide / 1.5 h / 25 °C

3.2: 83 percent / tetra-n-butylammnonium iodide / dimethylformamide / 24 h / 25 °C

4.1: 88 percent / aq. acetic acid / 15 h / 25 °C

5.1: trimethylorthoacetate; pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.75 h / 25 °C

5.2: acetyl chloride / CH₂Cl₂ / 5 h / 25 °C

5.3: 88 percent / K₂CO₃ / methanol / 12 h / 25 °C

With Trimethyl orthoacetate; tetrabutyl-ammonium chloride; pyridinium p-toluenesulfonate; sodium hydride; lithium triethylborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0304953

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 646520-55-0
{2-[(1S,3S)-3-Methoxy-1-(4-methoxy-benzyloxymethyl)-3-(S)-oxiranyl-propoxymethoxy]-ethyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 1.5 h / 25 °C

1.2: 83 percent / tetra-n-butylammnonium iodide / dimethylformamide / 24 h / 25 °C

2.1: 88 percent / aq. acetic acid / 15 h / 25 °C

3.1: trimethylorthoacetate; pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.75 h / 25 °C

3.2: acetyl chloride / CH₂Cl₂ / 5 h / 25 °C

3.3: 88 percent / K₂CO₃ / methanol / 12 h / 25 °C

With Trimethyl orthoacetate; pyridinium p-toluenesulfonate; sodium hydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0304953