N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

Base Information

Chemical Name:N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide
CAS No.:124944-49-6
Molecular Formula:C₂₉H₃₃NO₄S
Molecular Weight:491.651
Hs Code.:

Synonyms:N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

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Chemical Property of N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

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Technology Process of N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

There total 10 articles about N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-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: 97.0%

: 143371-21-5
2,4,6-Trimethyl-benzenesulfonic acid (Z)-(2S,8S)-2-hydroxy-8-[(4-methoxy-benzyl)-(toluene-4-sulfonyl)-amino]-8-phenyl-oct-5-enyl ester

: 124944-49-6
N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

Guidance literature:: With 18-crown-6 ether; sodium hydride; In tetrahydrofuran; for 3h;
DOI:10.1021/ja00047a008

Reference yield:

: 124944-47-4
{(S)-3-[(4-Methoxy-benzyl)-(toluene-4-sulfonyl)-amino]-3-phenyl-propyl}-triphenyl-phosphonium; iodide

: 124944-49-6
N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: n-butyllithium, LiBr / tetrahydrofuran / 0.75 h / 0 °C

2: 2.) phenyllithium, 3.) t-BuOK

3: 95 percent / CH₃COOH, H₂O / tetrahydrofuran / 1 h / Ambient temperature

4: 81 percent / pyridine / 48 h / Ambient temperature

5: 97 percent / NaH, 18-crown-6 / tetrahydrofuran / 3 h

With pyridine; n-butyllithium; 18-crown-6 ether; potassium tert-butylate; water; sodium hydride; acetic acid; phenyllithium; lithium bromide; In tetrahydrofuran;
DOI:10.1021/ja00047a008

Reference yield:

: 52813-63-5
(5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone

: 124944-49-6
N-(4-Methoxy-benzyl)-4-methyl-N-((Z)-(S)-6-(S)-oxiranyl-1-phenyl-hex-3-enyl)-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / CBr₄, PPh₃ / tetrahydrofuran / 2 h

2: diisobutylaluminum hydride (DIBAL) / CH₂Cl₂; hexane / 0.5 h / -78 °C

3: 1.) lithium diisopropylamide (LDA) / 1.) THF, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1 h

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja00047a008