(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

Base Information

Chemical Name:(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal
CAS No.:1243634-45-8
Molecular Formula:C₁₆H₂₃NO₄S
Molecular Weight:325.429
Hs Code.:

Synonyms:(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

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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(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

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Technology Process of (S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

There total 4 articles about (S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal 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%

: 1243634-44-7
(+)-methyl (S(S),3S)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanoate

: 1243634-45-8
(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃;
DOI:10.1021/ol1017118

Reference yield:

: 1355076-15-1
(S(S))-(+)-3-(2-methyl-1,3-dioxolan-2-yl)propylidene-p-toluenesulfinamide

: 1243634-45-8
(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C

With sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/jo202652f

Reference yield:

: 24108-29-0
3-(2-methyl-[1,3]dioxolan-2-yl)-propionaldehyde

: 1243634-45-8
(S(S),3S)-(+)-N-(p-toluenesulfinyl)-3-amino-5-(2-methyl-1,3-dioxolan-2-yl)pentanal

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / toluene / 1 h / -78 °C

With titanium(IV) tetraethanolate; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo202652f