N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide
CAS No.:1300116-99-7
Molecular Formula:C₂₈H₃₃NO₆S
Molecular Weight:511.639
Hs Code.:

Synonyms:N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

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Chemical Property of N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

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Technology Process of N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

There total 8 articles about N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide 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:

: 1300116-96-4
N-[(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-ynyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

: 1300116-99-7
N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 20 ℃; for 0.25h; diastereoselective reaction;
DOI:10.1002/chem.201003265

Reference yield:

: 1195470-99-5
5-(4-methoxybenzyloxy)-1-trimethylsilylpent-1-yne-3-ol

: 1300116-99-7
N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: sodium acetate; pyridinium chlorochromate / dichloromethane; water / 2 h / 20 °C / Molecular sieve

2: Noyori's catalyst / isopropyl alcohol / 2.5 h / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

4: N-Bromosuccinimide; silver nitrate / acetone / 17 h / 20 °C / Darkness

5: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 14 h / 80 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

7: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.25 h / 20 °C

With 1H-imidazole; potassium phosphate; N-Bromosuccinimide; Noyori's catalyst; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium acetate; silver nitrate; sodium bis(2-methoxyethoxy)aluminium dihydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene;
DOI:10.1002/chem.201003265

Reference yield:

: 1195470-78-0
1-trimethylsilyl-5-(4-methoxybenzyloxy)-1-pentyn-3-one

: 1300116-99-7
N-[(E)-(3S)-3-hydroxy-4-(4-methoxybenzyloxy)pent-1-enyl]-N-(4-methoxybenzyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: Noyori's catalyst / isopropyl alcohol / 2.5 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

3: N-Bromosuccinimide; silver nitrate / acetone / 17 h / 20 °C / Darkness

4: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 14 h / 80 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 0.25 h / 20 °C

With 1H-imidazole; potassium phosphate; N-Bromosuccinimide; Noyori's catalyst; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; silver nitrate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; acetone; toluene;
DOI:10.1002/chem.201003265