(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

Base Information

Chemical Name:(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide
CAS No.:1394253-72-5
Molecular Formula:C₂₇H₃₉NO₃Si
Molecular Weight:453.697
Hs Code.:

Synonyms:(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

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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 (E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

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Technology Process of (E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

There total 3 articles about (E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide 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: 61.0%

: 1394253-60-1
(E)-ethyl 4-((tert-butyldiphenylsilyloxy)methyl)-2-ethylhex-2-enoate

: 16645-06-0
N,N-dimethylhydroxylamine hydrochloride

: 1394253-72-5
(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

Guidance literature:: With isopropylmagnesium chloride; In tetrahydrofuran; at -20 - 20 ℃; for 2.16667h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.06.052

Reference yield:

: 2612-29-5
2-ethyl-1,3-propandiol

: 1394253-72-5
(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / hexane; acetonitrile / 72 h / 320 °C / Inert atmosphere

2: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere

3: benzene / 24 h / Reflux; Inert atmosphere

4: isopropylmagnesium chloride / tetrahydrofuran / 2.17 h / -20 - 20 °C / Inert atmosphere

With oxalyl dichloride; isopropylmagnesium chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; benzene; 2: Swern oxidation / 3: Wittig olefination;
DOI:10.1016/j.bmcl.2012.06.052

Reference yield:

: 133-13-1
ethyl diethyl malonate

: 1394253-72-5
(E)-4-((tert-butyldiphenylsilyloxy)methyl)-2-ethyl-N-methoxy-N-methylhex-2-enamide

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C

2: triethylamine / hexane; acetonitrile / 72 h / 320 °C / Inert atmosphere

3: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere

4: benzene / 24 h / Reflux; Inert atmosphere

5: isopropylmagnesium chloride / tetrahydrofuran / 2.17 h / -20 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; isopropylmagnesium chloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; benzene; 3: Swern oxidation / 4: Wittig olefination;
DOI:10.1016/j.bmcl.2012.06.052