(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

Base Information

Chemical Name:(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol
CAS No.:1278522-07-8
Molecular Formula:C₂₀H₃₅NO₂Si
Molecular Weight:349.589
Hs Code.:

Synonyms:(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

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Chemical Property of (2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

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Technology Process of (2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

There total 7 articles about (2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol 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: 100.0%

: 1278522-05-6
(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-enyl acetate

: 1278522-07-8
(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

Guidance literature:: With potassium hydroxide; In ethanol; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c0ob00730g

Reference yield:

: 1278521-97-3
1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}but-2-yn-1-one

: 1278522-07-8
(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: zinc(II) chloride / methanol / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

3.1: dmap; triethylamine / dichloromethane / 0.08 h / Inert atmosphere

3.2: 17 h / 20 °C / Inert atmosphere

4.1: dichloromethane / 15 h / Inert atmosphere

5.1: potassium hydroxide / ethanol / 0.5 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; triethylamine; potassium hydroxide; zinc(II) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1039/c0ob00730g

Reference yield:

: 68820-72-4
(2S)-1-[(R)-α-methylbenzyl]-2-aziridinecarboxylate ethyl ester

: 1278522-07-8
(2S,3R,E)-3-(t-butyldimethylsilyloxy)-2-[(R)-1-phenylethylamino]hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

3.1: zinc(II) chloride / methanol / 0.5 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

5.1: dmap; triethylamine / dichloromethane / 0.08 h / Inert atmosphere

5.2: 17 h / 20 °C / Inert atmosphere

6.1: dichloromethane / 15 h / Inert atmosphere

7.1: potassium hydroxide / ethanol / 0.5 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; isopropylmagnesium chloride; triethylamine; potassium hydroxide; zinc(II) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1039/c0ob00730g