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

Base Information

Chemical Name:(2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol
CAS No.:1369405-74-2
Molecular Formula:C₁₉H₃₀F₂O₃Si
Molecular Weight:372.528
Hs Code.:

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

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Chemical Property of (2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol

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Technology Process of (2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol

There total 7 articles about (2S,3R)-3-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-4,4-difluorohex-5-en-2-ol 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: 92.0%

: 1369405-73-1
C₁₃H₁₆F₂O₃

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; regioselective reaction;
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

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

Guidance literature:: Multi-step reaction with 3 steps

1: 12 h / 130 °C

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

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

With methanol; dmap; potassium carbonate; triethylamine; In dichloromethane;
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

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

Guidance literature:: Multi-step reaction with 5 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

With methanol; dmap; potassium carbonate; methanesulfonyl chloride; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2012.02.062