1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

Base Information

Chemical Name:1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene
CAS No.:248271-18-3
Molecular Formula:C₂₀H₃₀O₄Si
Molecular Weight:362.541
Hs Code.:

Synonyms:1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

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Chemical Property of 1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

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Technology Process of 1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

There total 7 articles about 1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene 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%

: 248271-16-1
1-[(2R)-2,3-dihydroxy-3-(p-toluenesulfonyl)propoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

: 248271-18-3
1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

Guidance literature:: With potassium carbonate; In methanol; dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo990772h

Reference yield:

: 120-80-9,19481-10-8,37349-32-9
benzene-1,2-diol

: 248271-18-3
1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

Guidance literature:: Multi-step reaction with 6 steps

1: 52 percent / K₂CO₃ / dimethylformamide / 24 h / 100 °C

2: NaOH; TBABr / H₂O; hexane / 12 h / 40 °C

3: 78 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran; hexane / 3 h / -78 °C

4: 90 percent / p-TsOH*H₂O / methanol / 12 h / 20 °C

5: 91 percent / Bu₂Sn(OMe)2; Et₃N / toluene / 17 h / 20 °C

6: 89 percent / K₂CO₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

With sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutylammomium bromide; dibutyldimethoxytin; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Substitution / 3: Addition / 4: Hydrolysis / 5: Substitution / 6: Elimination;
DOI:10.1021/jo990772h

Reference yield:

: 248270-91-9
1-[(2S)-2,3-dihydroxy-2,3-isopropylidenepropoxy]-2-hydroxybenzene

: 248271-18-3
1-[(2S)-2,3-epoxypropoxy]-2-[(2R)-2-hydroxy-5-(triethylsilyl)pent-4-ynoxy]benzene

Guidance literature:: Multi-step reaction with 5 steps

1: NaOH; TBABr / H₂O; hexane / 12 h / 40 °C

2: 78 percent / n-BuLi; BF₃*Et₂O / tetrahydrofuran; hexane / 3 h / -78 °C

3: 90 percent / p-TsOH*H₂O / methanol / 12 h / 20 °C

4: 91 percent / Bu₂Sn(OMe)2; Et₃N / toluene / 17 h / 20 °C

5: 89 percent / K₂CO₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

With sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutylammomium bromide; dibutyldimethoxytin; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; 1: Substitution / 2: Addition / 3: Hydrolysis / 4: Substitution / 5: Elimination;
DOI:10.1021/jo990772h