(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

Base Information

Chemical Name:(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide
CAS No.:118336-96-2
Molecular Formula:C₃₆H₅₅NO₂SeSi
Molecular Weight:640.884
Hs Code.:

Synonyms:(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

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Chemical Property of (2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

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Technology Process of (2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

There total 9 articles about (2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide 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: 85.0%

: 1666-13-3
diphenyl diselenide

: 118336-95-1
(E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide

: 118336-96-2
(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol; for 2h; Ambient temperature;
DOI:10.1021/jo00262a020

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 118336-96-2
(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent

2: 85 percent / NaBH₄ / ethanol; tetrahydrofuran / 2 h / Ambient temperature

With sodium tetrahydroborate; In tetrahydrofuran; ethanol;
DOI:10.1021/jo00262a020

Reference yield:

: 693-25-4
n-pentylmagnesium bromide

: 118336-96-2
(2Z,9E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-N-phenyl-2-<(phenylseleno)methyl>-2,9-hexadecadienamide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Li₂CuCl₄ / tetrahydrofuran; diethyl ether / 6 h / from -78 deg C to RT

2: 97 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; H₂O / 9 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, HMPA, -78 deg C, 1 h, 2.) -78 deg C, 2 h

4: 92 percent

5: 85 percent / NaBH₄ / ethanol; tetrahydrofuran / 2 h / Ambient temperature

With sodium tetrahydroborate; n-butyllithium; dilithium tetrachlorocuprate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; ethanol; water;
DOI:10.1021/jo00262a020