(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

Base Information

Chemical Name:(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester
CAS No.:1067244-40-9
Molecular Formula:C₂₃H₃₀O₅Si
Molecular Weight:414.574
Hs Code.:

Synonyms:(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

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Chemical Property of (S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

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Technology Process of (S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

There total 1 articles about (S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester 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: 95.0%

: 55094-97-8
(S)-dimethyl 2-hydroxypentanedioate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1067244-40-9
(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo3011914

Reference yield: 98.0%

: 1067244-40-9
(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

: 1067244-41-0
(2S)-2-(tert-butyldiphenylsilyloxy)pentane-1,5-diol

Guidance literature:: With sodium tetrahydroborate; triethylamine; zinc(II) chloride; In tetrahydrofuran; at 0 - 80 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo3011914

Reference yield:

: 1067244-40-9
(S)-2-(tert-butyldiphenylsilyloxy)pentadioic acid dimethyl ester

: 1395819-17-6
C₂₂H₃₁NO₂Si

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; zinc(II) chloride; triethylamine / tetrahydrofuran / 4 h / 0 - 80 °C / Inert atmosphere

2.1: p-toluenesulfonyl chloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: triethylamine; hydroxylamine hydrochloride / 4 h / Reflux; Inert atmosphere

4.1: manganese(IV) oxide / dichloromethane / 2 h / 0 °C / Inert atmosphere

5.1: hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

With manganese(IV) oxide; sodium tetrahydroborate; hydroxylamine hydrochloride; triethylamine; p-toluenesulfonyl chloride; zinc(II) chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo3011914