(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

Base Information

Chemical Name:(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate
CAS No.:1332503-90-8
Molecular Formula:C₂₄H₃₉NO₃Si
Molecular Weight:417.664
Hs Code.:

Synonyms:(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

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Chemical Property of (S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

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Technology Process of (S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

There total 10 articles about (S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate 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: 93.0%

: 1099751-78-6
(+)-(2S)-N-benzyl-1-(tert-butyldimethylsiloxy)but-3-en-2-amine

: 53170-99-3
(2E)-4-bromo-2-methylbut-2-en-1-yl acetate

: 1332503-90-8
(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

Guidance literature:: With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo201341q

Reference yield:

: 1332503-94-2
(S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine

: 1332503-90-8
(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate / methanol; water; ethyl acetate / 3.5 h / 20 °C / Inert atmosphere

2: calcium carbonate / 1,2-dichloro-benzene / 5 h / Reflux; Inert atmosphere

3: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With sodium periodate; potassium carbonate; calcium carbonate; sodium iodide; In methanol; water; ethyl acetate; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/jo201341q

Reference yield:

: 1332503-92-0
(S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylsulfinyl)butan-2-yl]benzamide

: 1332503-90-8
(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: calcium carbonate / 1,2-dichloro-benzene / 5 h / Reflux; Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Reflux

2.2: 2 h / Inert atmosphere

3.1: potassium carbonate; sodium iodide / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; potassium carbonate; calcium carbonate; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; 1,2-dichloro-benzene;
DOI:10.1021/jo201341q