(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

Base Information

Chemical Name:(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one
CAS No.:1449521-32-7
Molecular Formula:C₃₃H₅₀O₃Si
Molecular Weight:522.844
Hs Code.:

Synonyms:(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

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Chemical Property of (S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

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Technology Process of (S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

There total 14 articles about (S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one 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: 82.0%

: 1449521-31-6
(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]furan-2(5H)-one

: 1449521-32-7
(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 48h;
DOI:10.1055/s-0033-1338934

Reference yield:

: 1449521-28-1
(S)-2-(tert-butyldiphenylsilyloxy)-1-tetradecanol

: 1449521-32-7
(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: [bis(acetoxy)iodo]benzene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 6 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -28 - 0 °C

2.2: 1.5 h / -78 - 20 °C

3.1: hydrogen / methanol / 18 h / 20 °C

4.1: hydrogenchloride / dichloromethane; water

5.1: N-ethyl-N,N-diisopropylamine; oxygen; rose bengal / methanol / 1 h / -78 °C / Irradiation

6.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C

7.1: hydrogenchloride / methanol / 17 h / 20 °C / pH 2

8.1: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; hydrogen; oxygen; rose bengal; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 6.1: |Luche Cerium Reduction;
DOI:10.1055/s-0033-1338934

Reference yield:

: 1449521-29-2
(S)-5-(tert-butyldiphenylsilyloxy)-1,1-diethoxyheptadec-2-yn-4-ol

: 1449521-32-7
(S)-5-[(S)-1-(tert-butyldiphenylsilyloxy)tridecyl]dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogen / methanol / 18 h / 20 °C

2: hydrogenchloride / dichloromethane; water

3: N-ethyl-N,N-diisopropylamine; oxygen; rose bengal / methanol / 1 h / -78 °C / Irradiation

4: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 1 h / 0 °C

5: hydrogenchloride / methanol / 17 h / 20 °C / pH 2

6: palladium 10% on activated carbon; hydrogen / methanol / 48 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; hydrogen; oxygen; rose bengal; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; 4: |Luche Cerium Reduction;
DOI:10.1055/s-0033-1338934