(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

Base Information

Chemical Name:(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine
CAS No.:1278522-03-4
Molecular Formula:C₂₀H₃₃NOSi
Molecular Weight:331.574
Hs Code.:

Synonyms:(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

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Chemical Property of (S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

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Technology Process of (S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

There total 5 articles about (S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine 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%

: 1278522-01-2
(R,E)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}but-2-en-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1278522-03-4
(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

Guidance literature:: tert-butyldimethylsilyl chloride; With dmap; triethylamine; In dichloromethane; for 0.0833333h; Inert atmosphere;

(R,E)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}but-2-en-1-ol; In dichloromethane; at 20 ℃; for 17h; 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

: 1278522-03-4
(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1278521-99-5
(R)-1-{(S)-1-[(R)-1-phenylethyl]aziridin-2-yl}but-2-yn-1-ol

: 1278522-03-4
(S)-2-[(R,E)-1-(t-butyldimethylsilyloxy)but-2-enyl]-1-[(R)-1-phenylethyl]aziridine

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 17 h / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c0ob00730g