N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

Base Information

Chemical Name:N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide
CAS No.:121731-69-9
Molecular Formula:C₂₃H₃₇NO₃SSi
Molecular Weight:435.703
Hs Code.:

Synonyms:N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

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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 N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

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Technology Process of N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

There total 4 articles about N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide 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%

: 69739-34-0
t-butyldimethylsiyl triflate

: 121731-67-7
N-<5-oxo-3(E)-hexenyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

: 121731-69-9
N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

Guidance literature:: With triethylamine; In diethyl ether; at 0 ℃; for 1.5h;
DOI:10.1021/jo00278a024

Reference yield:

: 121731-61-1
(S)-N-(1-methyl-2-propen-1-yl) p-toluenesulfonamide

: 121731-69-9
N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / K₂CO₃ / acetonitrile / 12 h / Heating

2: 90 percent / diisobutylaluminum hydride (DIBAL) / toluene; hexane / 2 h / -78 °C

3: 87 percent / NaH / tetrahydrofuran / 1.5 h / 0 °C

4: 93 percent / Et₃N / diethyl ether / 1.5 h / 0 °C

With sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; hexane; toluene; acetonitrile;
DOI:10.1021/jo00278a024

Reference yield:

: 121731-65-5
N-(2-formylethyl)-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

: 121731-69-9
N-<5-<(tert-butyldimethylsilyl)oxy>-3(E),5-hexadienyl>-N-<(1'S)-1'-methyl-2'-propenyl>-p-toluenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / NaH / tetrahydrofuran / 1.5 h / 0 °C

2: 93 percent / Et₃N / diethyl ether / 1.5 h / 0 °C

With sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00278a024