(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

Base Information

Chemical Name:(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol
CAS No.:1198616-13-5
Molecular Formula:C₃₁H₃₂O₄S
Molecular Weight:500.659
Hs Code.:

Synonyms:(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

Chemical Property:

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Technology Process of (S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

There total 4 articles about (S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol 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: 98.0%

: 1198616-12-4
(S(R),2R,4S)-1-(p-tolylsulfinyl)pentane-2,4,5-triol

: 76-83-5
trityl chloride

: 1198616-13-5
(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 48h;

Reference yield:

: 144754-24-5,113240-53-2
(S)-methyl 3-hydroxy-4-(trityloxy)butanoate

: 1198616-13-5
(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; 1H-imidazole / dichloromethane / 12 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -40 - 20 °C / Inert atmosphere

3.1: zinc(II) chloride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3.2: 2 h / -78 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.3762/bjoc.17.99

Reference yield:

: 950588-65-5
methyl (S)-3-(tert-butyldimethylsilanyloxy)-4-(trityloxy)butanoate

: 1198616-13-5
(S(R),2R,4S)-1-(p-tolylsulfinyl)-5-(triphenylmethyloxy)pentane-2,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -40 - 20 °C / Inert atmosphere

2.1: zinc(II) chloride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.3762/bjoc.17.99