(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane
CAS No.:1369405-75-3
Molecular Formula:C₂₆H₃₆F₂O₃Si
Molecular Weight:462.652
Hs Code.:

Synonyms:(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Chemical Property of (((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Technology Process of (((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

There total 8 articles about (((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane 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: 89.0%

: 1369405-74-2
(2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol

: 100-39-0
benzyl bromide

: 1369405-75-3
(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: (2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol; With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;

benzyl bromide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1016/j.tetlet.2012.02.062

Reference yield:

: 1369405-71-9
(S)-2-((R)-1-(benzyloxy)-2,2-difluorobut-3-en-1-yl)oxirane

: 1369405-75-3
(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 12 h / 130 °C

2.1: methanol; potassium carbonate / 8 h / 20 °C

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

4.2: 0 - 20 °C

With methanol; dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062

Reference yield:

: 1005768-69-3
(2R,3R)-3-O-benzyl-4,4-difluoro-5-hexene-1,2,3-triol

: 1369405-75-3
(((2S,3R)-2,3-bis(benzyloxy)-4,4-difluorohex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.5 h / 0 °C

2.2: 0 - 20 °C

3.1: 12 h / 130 °C

4.1: methanol; potassium carbonate / 8 h / 20 °C

5.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

6.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C

6.2: 0 - 20 °C

With methanol; dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1016/j.tetlet.2012.02.062