(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

Base Information

Chemical Name:(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane
CAS No.:1448445-90-6
Molecular Formula:C₂₁H₂₆O₂Si
Molecular Weight:338.522
Hs Code.:

Synonyms:(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

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Chemical Property of (2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

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Technology Process of (2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

There total 5 articles about (2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane 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: 95.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 131484-50-9
(2R,3R)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxirane-2-carbaldehyde

: 1448445-90-6
(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

(2R,3R)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxirane-2-carbaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tet.2018.01.036

Reference yield: 80.0%

: 2065-66-9
methyl-triphenylphosphonium iodide

: 131484-50-9
(2R,3R)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxirane-2-carbaldehyde

: 1448445-90-6
(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

Guidance literature:: methyl-triphenylphosphonium iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

(2R,3R)-3-(((tert-butyldiphenylsilyl)oxy)methyl)oxirane-2-carbaldehyde; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;
DOI:10.1002/hlca.201200164

Reference yield:

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 1448445-90-6
(2R,3S)-2-{{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl}-3-ethenyloxirane

Guidance literature:: Multi-step reaction with 3 steps

1.1: L-(+)-diisopropyl tartrate

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

2.2: 0.5 h / -78 - 20 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 2 h / 0 °C

3.2: 0.5 h / 0 °C

With oxalyl dichloride; L-(+)-diisopropyl tartrate; sodium hexamethyldisilazane; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; 1.1: |Sharpless Asymmetric Epoxidation / 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1002/hlca.201200164