N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide
CAS No.:162518-11-8
Molecular Formula:C₃₅H₆₄N₂O₄SSi
Molecular Weight:637.056
Hs Code.:

Synonyms:N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

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Technology Process of N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

There total 7 articles about N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide 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: 74.0%

: 25791-20-2
(n-tetradecyl)triphenylphosphonium bromide

: 162518-10-7
N-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-3-oxo-propyl]-4-methyl-benzenesulfonamide

: 162518-11-8
N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1039/c39950000123

Reference yield:

: 25791-20-2
(n-tetradecyl)triphenylphosphonium bromide

: 162518-10-7
N-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-3-oxo-propyl]-4-methyl-benzenesulfonamide

: 162518-11-8
N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

: N-[(E)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: With lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; at 87 ℃;
DOI:10.1039/c39950000123

Reference yield:

: 162518-06-1
(R)-4-methyl-N-(5-oxotetrahydrofuran-3-yl)benzenesulfonamide

: 162518-11-8
N-[(Z)-(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-morpholin-4-ylmethyl-heptadec-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1) sodium hexamethyldisilazide, 2) trans-2-phenylsulfonyl-3-phenyloxaziridine / 1) THF, 2) -78 deg C, 2 h

2: 88 percent / Me₃SiI / CH₂Cl₂ / 5.5 h / 22 °C

3: 96 percent / CH₂Cl₂ / 22 °C

4: 98 percent / 2,6-lutidine / CH₂Cl₂

5: 100 percent / DIBAH / toluene / 3 h / -78 °C

6: 74 percent / sodium hexamethyldisilazide / tetrahydrofuran / -78 - 20 °C

With 2,6-dimethylpyridine; trimethylsilyl iodide; sodium hexamethyldisilazane; diisobutylaluminium hydride; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/c39950000123