phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

Base Information

Chemical Name:phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate
CAS No.:1236206-56-6
Molecular Formula:C₂₃H₃₆O₅Si
Molecular Weight:420.621
Hs Code.:

Synonyms:phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

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Chemical Property of phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

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Technology Process of phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

There total 6 articles about phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate 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%

: 75-77-4
chloro-trimethyl-silane

: 1236206-55-5
(3S)-phenyl 3-hydroxy-4-methyl-4-[1-(pivaloyloxy)cyclopropyl]pentanoate

: 1236206-56-6
phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

Guidance literature:: With triethylamine; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2010.04.109

Reference yield:

: 116594-66-2
3,3-diethoxy-2,2-dimethylpropionic acid ethyl ester

: 1236206-56-6
phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: magnesium / tetrahydrofuran

1.2: 2.5 h / 20 °C

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.3 h / Cooling with ice

2.2: 12 h / 20 °C

3.1: toluene-4-sulfonic acid / water; acetone / 3 h

4.1: (S)-4-Isopropyl-3-tosyl-[1,3,2]oxazaborolidin-5-one / tetrahydrofuran; dichloromethane / -80 - -50 °C

5.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice

With ethylmagnesium bromide; toluene-4-sulfonic acid; magnesium; triethylamine; (S)-4-Isopropyl-3-tosyl-[1,3,2]oxazaborolidin-5-one; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1134/S1070428011110029

Reference yield:

: 1236206-53-3
1-(1,1-diethoxy-2-methylpropan-2-yl)cyclopropanol

: 1236206-56-6
phenyl 4-methyl-4-[(1S)-1-(pivaloyloxy)cyclopropyl]-3-(trimethylsiloxy)pentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.3 h / Cooling with ice

1.2: 12 h / 20 °C

2.1: toluene-4-sulfonic acid / water; acetone / 3 h

3.1: (S)-4-Isopropyl-3-tosyl-[1,3,2]oxazaborolidin-5-one / tetrahydrofuran; dichloromethane / -80 - -50 °C

4.1: triethylamine / tetrahydrofuran / 20 °C / Cooling with ice

With ethylmagnesium bromide; toluene-4-sulfonic acid; triethylamine; (S)-4-Isopropyl-3-tosyl-[1,3,2]oxazaborolidin-5-one; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1134/S1070428011110029