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

Base Information

Chemical Name:(E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide
CAS No.:118336-95-1
Molecular Formula:C₃₆H₅₅NO₄SSi
Molecular Weight:625.989
Hs Code.:

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

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Chemical Property of (E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide

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Technology Process of (E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide

There total 7 articles about (E)-4-<(tert-butyldimethylsilyl)oxy>-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide 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: 92.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 118336-94-0
(E)-9-hydroxy-10-methyl-2-methylene-N-phenyl-3-(phenylsulfonyl)-9-hexadecenamide

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

Guidance literature:: DOI:10.1021/jo00262a020

Reference yield:

: 693-25-4
n-pentylmagnesium bromide

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 118336-91-7
(E)-2-methyl-7-(1,3-dioxacyclopent-2-yl)-2-hepten-1-ol

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

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / CH₂Cl₂ / 0.03 h / Ambient temperature

2: 90 percent / Li₂CuCl₄ / tetrahydrofuran; diethyl ether / 6 h / from -78 deg C to RT

3: 97 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran; H₂O / 9 h / Ambient temperature

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

5: 92 percent

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